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1 ed Ti-alkyne complex and a pyrone-containing allylic alcohol.
2 lenoxide to effect a 1,3-transposition of an allylic alcohol.
3 in exclusive formation of a single tricyclic allylic alcohol.
4 ighly enantioselective dihydroxylation of an allylic alcohol.
5 hydroxylation at the primary C26 to form an allylic alcohol.
6 f a 1,1-dichloroalkene to a chiral secondary allylic alcohol.
7 ious alpha-branched aldehydes with different allylic alcohols.
8 rmolecular Heck-Matsuda arylation of acyclic allylic alcohols.
9 for alpha-nitro alkyl enoates or beta-nitro allylic alcohols.
10 on of quaternary stereocenters directly from allylic alcohols.
11 ows the direct coupling of readily available allylic alcohols.
12 hesis of (Z)-alpha,alpha,beta-trisubstituted allylic alcohols.
13 ehydes to produce racemic (Z)-trisubstituted allylic alcohols.
14 l Ru catalysts and enantiomerically enriched allylic alcohols.
15 tive allylation of hypophosphorous acid with allylic alcohols.
16 and other nucleophiles delivered (2Z)-2-iodo allylic alcohols.
17 nriched chiral allylic amines from prochiral allylic alcohols.
18 ved from (-)-MIB generates (Z)-disubstituted allylic alcohols.
19 ntioselectivities to generate trisubstituted allylic alcohols.
20 d by an enantioselective Rh isomerization of allylic alcohols.
21 nylzinc reagents to aldehydes to give chiral allylic alcohols.
22 nylzinc reagents to aldehydes to give chiral allylic alcohols.
23 c methyl groups were monooxygenated to yield allylic alcohols.
24 internal nucleophiles and electrophiles, and allylic alcohols.
25 an iron-catalyzed transfer hydrogenation of allylic alcohols.
26 ne of these privileged structural motifs are allylic alcohols.
27 ust and highly selective synthesis of chiral allylic alcohols.
28 various a-branched aldehydes with different allylic alcohols.
29 alladium-catalyzed isomerization reaction of allylic alcohols.
30 of tethered silanoxyiodination reactions of allylic alcohols.
31 on of variously substituted allenamides with allylic alcohols.
32 ma-disubstituted or beta,gamma-disubstituted allylic alcohols.
33 itrosobenzene to furnish nonracemic tertiary allylic alcohols.
34 -metathesis of alkyl acrylates and 2 degrees allylic alcohols.
35 electrophilic traps in the transposition of allylic alcohols.
37 as not affected by Ph(3)PCl(2) conversion of allylic alcohols 13-16 into corresponding chlorides 17-2
38 tion of the enantioenriched ketone 8 to form allylic alcohol 14 was achieved by a Stille palladium-ca
39 have been completed, starting from the known allylic alcohol (+)-14, which can be prepared in large q
40 -nitrobenzoic acid, allyl acetate couples to allylic alcohols 1a-c, aliphatic alcohols 1d-l, and benz
43 ylic and aliphatic alcohols 1a-1l to furnish allylic alcohols 2a-2l, constituting a direct C-H vinyla
45 bstrate afforded, in addition to the acyclic allylic alcohols (2Z,6E)-farnesol (6.7%) and nerolidol (
46 of the product 9 of the rearrangement of the allylic alcohol 3 under very mild conditions, probably p
47 beta-elimination of acetate from resin-bound allylic alcohol 3, underwent regioselective 1,3-dipolar
48 tive oxidation of 2-methyl-2-butene into the allylic alcohol, 3-methyl-2-buten-1-ol, at 90% selectivi
49 a-2m and 2-butyne 1a are converted to chiral allylic alcohols 3a-3m with excellent levels of absolute
50 tions of alkyne 9 and aldehyde 10, affording allylic alcohols 42 or 11-epi-42 in a 3:1 ratio (or 1:3
51 of 15-acetates of the pure diastereoisomeric allylic alcohols 4a and 4b with PBr(3) occurred with sig
52 ate followed by acetylation of the resulting allylic alcohols (4a-b) and S(N)2'-type amination of the
53 e hydroxyl-directed epoxidation of tricyclic allylic alcohol 57 followed by regioselective reductive
55 desilylation with allylic transposition, the allylic alcohol 6g via protodesilylation with allylic tr
56 ogue 6, and the subsequent conversion of the allylic alcohol 7 to the chloride 8 via Ph(3)PCl(2) foll
57 elective Sharpless asymmetric epoxidation of allylic alcohol 81 (98% yield); intramolecular acetylide
59 CBS reduction to generate an enantioenriched allylic alcohol (97% ee), followed by an orthoester John
61 nyl intermediates undergo ene reactions with allylic alcohols, affording regioisomeric adducts in fai
62 It begins with a coupling reaction involving allylic alcohol, aldehyde, and LiHMDS to produce stereod
63 roach for the transformation of benzylic and allylic alcohols, aldehydes, and ketones into boronic es
64 t contain a carboxylic acid, an aldehyde, an allylic alcohol, an aryl olefin, an alpha substituent, o
65 ative allylation", the coupling partners, an allylic alcohol and a ketone pronucleophile, undergo in
67 Next, we have shown that this mixture of allylic alcohol and I(2) could be beneficial for the iod
71 nism of neocannabinoid synthesis from cyclic allylic alcohol and substituted resorcinol reaction part
72 atalyzed isomerization of highly substituted allylic alcohols and alkenyl alcohols by means of a sing
73 -catalyzed strategy for the isomerization of allylic alcohols and allylic ethers has been developed.
74 irect metal-catalyzed [1,3]-transposition of allylic alcohols and allylic silyl ethers is a synthetic
78 alculations on the acidities of a variety of allylic alcohols and carboxylic acids support the specia
79 formation of Ru(IV) allyl intermediates from allylic alcohols and chain growth by selective nucleophi
80 hothiolate complex and afford trisubstituted allylic alcohols and ethers in up to 81% yield and >98%
81 y promoted allylic substitution reactions of allylic alcohols and ethers with diethylphosphorothioic
82 gy relies on direct use of branched, racemic allylic alcohols and furnishes a diverse and unique set
84 yze the concomitant isomerization of primary allylic alcohols and homoallylboronates into (chiral) al
85 he direct reaction between branched, racemic allylic alcohols and potassium alkenyltrifluoroborates p
86 on of this one-step protocol between various allylic alcohols and resorcinol derivatives are discusse
87 loped regioselective [1,3]-transpositions of allylic alcohols and silyl ethers and their applications
90 provides a streamlined process for accessing allylic alcohols and their derivatives; however, it repr
91 strate-controlled epoxidation of the C12-C13 allylic alcohol, and (iii) a late-stage Julia-Kocienski
92 ls the facial selectivity of addition to the allylic alcohol, and a subsequent anti-selective beta-hy
93 ved by hydroxyl directed hydrogenation of an allylic alcohol, and the A-ring of the natural product w
95 The allylboronates may be oxidized to the allylic alcohols, and can be used in stereoselective ald
96 yrenes, secondary allylic alcohols, tertiary allylic alcohols, and olefins with alpha-quaternary cent
97 ve transformations with an alpha-substituted allylic alcohol are shown to afford congested Z alkenes
100 substrates are employed, (Z)-trisubstituted allylic alcohols are isolated with high dr (>20:1 in man
101 of thiophiles, the sulfenate is trapped, and allylic alcohols are obtained under mild conditions.
106 Stille cross-coupling leads to a nonracemic allylic alcohol as a prerequisite for the introduction o
107 erived from Katsuki-Sharpless epoxidation of allylic alcohols as initiating groups for cationic cycli
108 -propanol (HFIP), polyene cyclizations using allylic alcohols as initiators gave the desired cyclized
111 lization, owing to the utility of enones and allylic alcohols as versatile intermediates, and their p
112 nnamyl alcohols (benzylic C-H amination) and allylic alcohols (aziridination) using ion-paired Rh (II
113 regio- and stereoselective transposition of allylic alcohols based on rhenium catalysis has been dev
116 even tertiary alkylboronic esters, providing allylic alcohols bearing almost any alkyl group availabl
117 precise construction of all stereoisomers of allylic alcohols bearing analogous substituents and the
118 e involves a desilylation of a TBS-protected allylic alcohol, borylation, and addition of an allyl gr
119 a novel, formal oxyalkylation reaction of an allylic alcohol by [3 + 2] cycloaddition; a tandem lacto
120 stic studies indicate that the activation of allylic alcohol by molecular iodine took place probably
122 itized cycloaddition of alkenylboronates and allylic alcohols by a temporary coordination is presente
125 thyl and alpha-cyclohexyl (Z)-trisubstituted allylic alcohols can now be synthesized with excellent l
127 shed that the isomerization of epoxides into allylic alcohols catalyzed by supported Au nanoparticles
128 ion of readily available starting materials (allylic alcohols, chlorophosphites, and organic azides),
130 utyl hydroperoxide and tin(IV) chloride upon allylic alcohols containing a lactam ring leads mainly t
131 terminal alkynes and allyl vinyl ethers into allylic alcohols containing up to three contiguous asymm
132 s were found in which secondary and tertiary allylic alcohols could be formed with high levels of ena
133 1,2-disubstituted alkenes, including simple allylic alcohols, deliver syn-dichlorides with exquisite
135 hydes and allenes, providing silyl-protected allylic alcohol derivatives possessing a terminal methyl
137 ium-catalyzed allylic alkylation of tertiary allylic alcohol derivatives with a cyanohydrin pronucleo
138 ing groups have been limited to reactions of allylic alcohol derivatives with Grignard reagents.
141 antioselective bromochlorination reaction of allylic alcohols, employing readily available halogen so
142 r delta-chiral amines from readily available allylic alcohols, esters and ethers using a reductive re
143 free preparation of carbon-carbon bonds from allylic alcohols/ethers and Grignard reagents is describ
144 ective Markovnikov addition of carbamates to allylic alcohols for the construction of alpha-tertiary
146 oss-coupling reactions of acyclic and cyclic allylic alcohols for the stereoselective introduction of
147 ed formal anti-Markovnikov hydroamination of allylic alcohols for the synthesis of chiral gamma-amino
149 ogical precursor, redox isomerization of the allylic alcohol gave an epimeric mixture of aldehydes, w
151 The asymmetric hydroalkylation of racemic allylic alcohols has been developed for the synthesis of
152 isomerization-methylenation of a variety of allylic alcohols has been established for the first time
157 strate classes, including 4-pentenoic acids, allylic alcohols, homoallyl amines, and bis-homoallylami
159 selective synthetic methods: (1) Ti-mediated allylic alcohol-imine reductive cross-coupling and (2) i
160 ent the first application of a TBS-protected allylic alcohol in a palladium-catalyzed borylation/ally
162 e direct allylic substitution reaction using allylic alcohols in 1,1,1,3,3,3-hexafluoroisopropanol (H
167 formation unravels the unusual reactivity of allylic alcohols in the synthesis of 4-methyleneisochrom
168 ation of Rh(III), and, collectively with the allylic alcohol, in directing cyclopropanation to contro
169 ne 2 gives primarily cyclopentanone and some allylic alcohol, in similar amounts as the known cyclohe
170 sformations that directly generate acyclic Z allylic alcohols, including products that contain a hind
171 zed diastereoselective [2+1] annulation onto allylic alcohols initiated by alkenyl C-H activation of
172 the route's initial steps to reach a common allylic alcohol intermediate employs a highly stereosele
174 s described for the isomerization of acyclic allylic alcohols into B-functionalized ketones via 1,3-a
175 complexes can catalyze the isomerization of allylic alcohols into saturated carbonyl derivatives und
176 wo-step synthesis of carbonyl compounds from allylic alcohols involving an oxidation-reduction sequen
179 dy the rearrangement finding that a terminal allylic alcohol is determinant to achieve complete regio
184 Under these conditions, deoxyfluorination of allylic alcohols is effected with high chemoselectivity
187 stereochemical information contained in the allylic alcohols is transferred to the ketone products.
189 oprene to 1-nonanol, 65% isolated yield) and allylic alcohols (isoprene to geraniol, 75% isolated yie
190 Not unexpectedly, applying the method to allylic alcohols leads to fragmentation rather than a di
191 -hydroxy esters bearing both propargylic and allylic alcohol moieties were obtained from beta-formyla
192 rtant role in preferential engagement of the allylic alcohol motif and provides a new basis for selec
193 was also achieved by utilizing the unreacted allylic alcohol obtained during the Sharpless kinetic re
195 lylboronate can be oxidized to stereodefined allylic alcohols or can be used in stereoselective carbo
196 kylation products derived from 2-substituted allylic alcohols or their corresponding iodides can then
197 with hydrogen peroxide to provide secondary allylic alcohols or with nitrosobenzene to furnish nonra
198 basis for the increased facility with which allylic alcohols participate in olefin metathesis proces
200 ar to that obtained from 3, yields primarily allylic alcohol rather than ketone; neither ring size no
202 s enable the synthesis of either (Z)- or (E)-allylic alcohols regarding the order of introducing coup
203 molecular strategy can overcome the inherent allylic alcohol selectivity of the free catalyst, achiev
205 3]-rearrangements, the stereochemistry in an allylic alcohol starting material is transferred with fi
206 of the products is a complex function of the allylic alcohol structure and is consistent with a mecha
208 n-coupled electron transfer activation of an allylic alcohol substrate affords an alkoxy radical inte
209 fer (PCET) activation of the O-H bond in the allylic alcohol substrate, followed by C-C B-scission of
212 for a wide variety of secondary and tertiary allylic alcohol substrates bearing aryl, alkyl, and cyan
214 al beta-alkynyl carbonyl compounds employing allylic alcohol substrates in contrast to more tradition
216 e enzymes catalyze the oxidation of aromatic allylic alcohols, such as coumaryl, sinapyl, and conifer
218 tuted and functionalized styrenes, secondary allylic alcohols, tertiary allylic alcohols, and olefins
219 d catalytic vinylation of aldehydes leads to allylic alcohols that are then transformed to the allyli
220 ped a convergent method for the synthesis of allylic alcohols that involves a reductive coupling of t
221 noallylation step of amines with substituted allylic alcohols that proceeds to yield the monoallylate
222 ized by anti-dichlorination of the precursor allylic alcohols; their stereochemistry was elucidated b
223 ld be converted to enantiomerically enriched allylic alcohols through a catalyst-controlled asymmetri
224 x migration strategy to access stereodefined allylic alcohols through vinylic C-H activation with ald
225 nce of CuCN, and conversion of the resultant allylic alcohol to the acetate affords good syn:anti pro
227 nslate the stereochemical information of the allylic alcohol to the homoallylic amine or to control d
228 stereoselective method for the conversion of allylic alcohols to (Z)-trisubstituted alkenes is presen
229 enantioselective isomerization of secondary allylic alcohols to access ketones with a alpha-tertiary
230 nted that catalytically oxidize benzylic and allylic alcohols to aldehydes with O2 under mild conditi
231 ve catalyst for asymmetric isomerizations of allylic alcohols to aldehydes, furnishing improved yield
232 ion between beta-iodoenamide derivatives and allylic alcohols to generate beta-allyloxyenamide deriva
233 A ferrocenium boronic acid salt activates allylic alcohols to generate transient carbocations that
234 olecular coupling of oxygen nucleophiles and allylic alcohols to give beta-aryloxycarbonyl compounds
235 cess, the catalysis allows racemic secondary allylic alcohols to react with various amines, affording
236 lly challenging substrate class of protected allylic alcohols to the corresponding acyloin products.
237 c investigation reveals the isomerization of allylic alcohols to the corresponding ketone, which ulti
239 L/D280K) that converts stearoyl-ACP into the allylic alcohol trans-isomer (E)-10-18:1-9-OH via a cis
244 ere, we report that carbamate-functionalized allylic alcohols undergo highly enantioselective aziridi
248 was used to provide the C(2)(-)C(3)(-)C(12) allylic alcohol unit characteristic of the lycorine alka
250 The synthesis of beta-unsubstituted, anti-allylic alcohols using a catalytic Evans aldol reaction
251 nantioselective dehydrative lactonization of allylic alcohols using a novel Pd(II) -catalyst containi
253 al phosphoric acid catalyzed fluorination of allylic alcohols using aryl boronic acids as transient d
254 technology for arriving at valued nonracemic allylic alcohols using asymmetric ligand-accelerated cat
255 ctive arylative semipinacol rearrangement of allylic alcohols using diaryliodonium salts is reported.
256 the Simmons-Smith fluorocyclopropanation of allylic alcohols using difluoroiodomethane and ethylzinc
257 eadily available ketone pronucleophiles with allylic alcohols using facile retro-Claisen cleavage to
259 hed products furnishes secondary or tertiary allylic alcohols, valuable small molecules that cannot b
260 hyl-2-butene oxide affords the corresponding allylic alcohol via a monosolvated monomer in THF and a
261 imary C26 of the isoprenoid side chain to an allylic alcohol via a phosphorylated intermediate in a f
263 ralins from readily available alkyne-derived allylic alcohols via consecutive multibond-forming tande
264 selective synthesis of functionalized cyclic allylic alcohols via dynamic kinetic resolution has been
265 ne-3(2H)-furanones from skipped diynones and allylic alcohols via nucleophilic addition/Claisen rearr
266 ydes can be obtained directly from protected allylic alcohols via palladium-catalyzed autotandem reac
267 dium-mediated deoxygenation of the resulting allylic alcohol was followed by adjustment of protecting
268 productive CM coupling, the sphingosine head allylic alcohol was protected with a cyclic carbonate mo
274 e from the substrate in the isomerization of allylic alcohols, whereas it disengages during the isome
275 or redundant chirality at the alpha-position allylic alcohol, while simultaneously producing a termin
276 cross-metathesis to unite a sphingosine head allylic alcohol with a long-chain fatty acid alkene that
278 -disubstituted furan directly; (ii) CM of an allylic alcohol with an enone to provide an isolated gam
279 ion of dieneoxide ester (E)-7 to the 1 alpha-allylic alcohol with an exocyclic double bond (E)-8.
281 are generated from the reaction of a second allylic alcohol with high selectivity in moderate to goo
282 identified several that deliver the desired allylic alcohol with nearly perfect facial selectivity a
283 metallacycle-mediated union of the resulting allylic alcohol with preformed trimethylsilane-imines (g
286 atalyzed direct dehydrative coupling between allylic alcohols with electron-deficient amines has been
288 o catalyze the formation of 10 different (E)-allylic alcohols with enantioselectivities ranging from
289 o catalyze the formation of 15 different (E)-allylic alcohols with enantioselectivities that ranged f
291 and were found to provide the desired chiral allylic alcohols with good regioselectivity and ee in ma
292 Treatment of crude gamma,gamma-disubstituted allylic alcohols with NaOH, followed by acidification, a
294 o the reactions of the analogous carbocyclic allylic alcohols with tert-butyl hydroperoxide-VO(acac)2