ライフサイエンスコーパス: hydroboration

1 ng from common organoborane processes (e.g., hydroboration).

2 ylidene as a key step for the apparent trans-hydroboration.

3 a second site-selective and enantioselective hydroboration.

4 an example where it is ubiquitously invoked, hydroboration.

5 sults in a switch to dominant intermolecular hydroboration.

6 4-center process and without competing retro-hydroboration.

7 The alkene was converted to an alcohol via hydroboration.

8 enation of the alkene competes with internal hydroboration.

9 bon-boron bond, similar to the mechanism for hydroboration.

10 is, but these reagents cannot be prepared by hydroboration.

11 up of the 3-octene and 1-cyclohexyl-1-butene hydroborations.

12 olefins, giving a unique tool for selective hydroborations.

13 should serve as a reagent of choice for such hydroborations.

14 TMSCl in the presence of alkenes resulted in hydroboration, 84-86% ee for (Z)-alkenes, but (E)-alkene

15 substrate is also shown to undergo efficient hydroboration (97% ee).

16 (MOF) catalysts for alkene hydrogenation and hydroboration, aldehyde/ketone hydroboration, and arene

17 e (boracyclopropane) formed by formal double hydroboration along with 5% of the (E)-alkenylborane.

18 C3 extension (allylation), a chemoselective hydroboration, an alkyne reduction, and an oxidation of

19 undisclosed stereoselective catalytic diene hydroboration and also establishes a strategy for the al

20 over numbers of up to 8.4 x 10(4) for ketone hydroboration and could be reused more than 10 times.

21 These include hydroboration and diboration of alkenes, 1,3-dipolar cyc

22 ttig olefination, were further elaborated by hydroboration and global deprotection.

23 etal-hydride nodes that effectively catalyze hydroboration and hydrophosphination reactions.

24 hly active and selective for 1,4-dearomative hydroboration and hydrosilylation of pyridines and quino

25 Hydroboration and oxidation transform this compound ster

26 efficient manner by rhodium-catalyzed alkyne hydroboration and palladium-catalyzed coupling reactions

27 cess comprises a copper-catalyzed asymmetric hydroboration and subsequent stereospecific derivatizati

28 ive 5 allowed analogues to be synthesized by hydroboration and Suzuki-Miyaura coupling.

29 Previously unknown details of pinene-based hydroborations and reductions are revealed for the first

30 promising reagents suitable for large scale hydroborations and reductions.

31 ing-closing metathesis, a diastereoselective hydroboration, and a lactone-lactam rearrangement that w

32 ogenation and hydroboration, aldehyde/ketone hydroboration, and arene C-H borylation.

33 itical haloboration reaction, regioselective hydroboration, and controlled oxidation (to provide sens

34 ostulated as the species that accomplish the hydroborations, and the C(2) selective migrations are at

35 er borates liberated from the adducts during hydroboration are readily hydrolyzed to give 3 and 9, wh

36 alpha-Selective Cu-catalyzed hydroborations are amenable to gram-scale procedures (1

37 ifluoromethanesulfonyl (CF(3)SO(2))) effects hydroboration at room temperature.

38 n-hydride reagents or by Rh- or Ir-catalyzed hydroborations (benzylic secondary C-B bonds).

39 that carbonyl-directed catalytic asymmetric hydroboration (CAHB) is an efficient approach to the syn

40 The hydroborations can be carried out conveniently in a vari

41 Subsequent hydroboration, cyclization, and deprotection furnished (

42 We report a cobalt-catalyzed asymmetric hydroboration/cyclization of 1,6-enynes with catalysts g

43 metric center is set by a diastereoselective hydroboration followed by cyclization to the spirobicycl

44 atalytic system for promoting intramolecular hydroboration for the synthesis of a six-membered cyclic

45 erence being that the lines in the plots for hydroboration have positive slopes, indicating an electr

46 -step sequence involving an enantioselective hydroboration-homologation-cyclization reaction followed

47 essfully achieved, covering hydrosilylation, hydroboration, hydrovinylation, hydrogenation and [2pi+2

48 ydes via an allyl/crotyl/alkoxyallylboration-hydroboration-iodination-cyclization reaction sequence.

49 Olefin hydroboration is a competing side reaction.

50 iple bond hydrogenation, hydrosilylation and hydroboration is also described along with the emergence

51 Oxime-directed catalytic asymmetric hydroboration is diverted to catalytic asymmetric hydrog

52 However, when the hydroboration is performed at 85 degrees C, the kinetica

53 al hydroamination of dienamines via directed hydroboration is reported.

54 e homoallylic oxygen-directed intramolecular hydroboration is reported.

55 n interesting alternative approach to alkyne hydroboration, leading to the preparation of unknown com

56 is of alkyl boronic esters, from the seminal hydroboration methods of H.

57 es was accomplished through cobalt-catalyzed hydroboration of 1,1-diborylalkenes with HBPin.

58 nocampheylborane, which was prepared via the hydroboration of 1,1-difluoroallene, provides chiral 2,2

59 A catalytic regio- and stereoselective 1,4-hydroboration of 1,3-dienes was accomplished with pinaco

60 Thus, hydroboration of 1-alkynyl-1-boronate esters with dicycl

61 Hydroboration of 1-bromo-1-alkynes with dibromoborane fo

62 lzinc reagents are formed in situ by initial hydroboration of 1-bromo-1-alkynes.

63 zaborine-based phosphine ligand can catalyze hydroboration of 1-buten-3-yne with unique selectivity.

64 C4-bridged FLP 23 was prepared by HB(C6F5)2 hydroboration of 1-dimesitylphosphino-2-vinylferrocene.

65 Hydroboration of 1-halo-1-alkynes with dicyclohexylboran

66 When hydroboration of 1-octene is carried out in the presence

67 However, the hydroboration of 1-octene with these new chloroborane ad

68 With time and without workup the hydroboration of 1b gave spectral evidence for the forma

69 1,4-Hydroboration of 2-substituted dienes forms allylborane

70 xyalkyl)estrogens were prepared by oxidative hydroboration of 4-alkenylestradiols.

71 which is also a catalytic intermediate, for hydroboration of 4-fluorostyrene is a phenethylcopper(I)

72 observed as the dominant species during the hydroboration of 4-fluorostyrene, and this complex is no

73 on of a chiral 4-silyloxy-2-alkenylborane by hydroboration of a protected 2,3-allenol and subsequent

74 Studies on the hydroboration of a representative internal alkene, trans

75 The hydroboration of a series of terminally substituted alke

76 Consequently, catalytic hydroboration of a variety of imine substrates can be re

77 s efficient catalysts for the chemoselective hydroboration of a wide range of aldehydes and ketones u

78 an operationally convenient room temperature hydroboration of aldehydes and ketones employing Fe(acac

79 The hydroboration of aldehydes and ketones proceeded efficie

80 grees and 2 degrees alcohols; chemoselective hydroboration of aldehydes over ketones is attained unde

81 ylic C-H bonds, as well as hydrogenation and hydroboration of alkenes and ketones.

82 The hydroboration of alkenes of diverse structural types by

83 been prepared and employed for the selective hydroboration of alkenes, ketones and aldehydes.

84 A method was developed for the hydroboration of alkenyl-containing organotrifluoroborat

85 An aluminum-catalyzed hydroboration of alkynes using either the commercially a

86 The hydroboration of allene 7 with ((d)Ipc)(2)BH at 0 degree

87 Kinetically controlled hydroboration of allenes 8 and 14a-d with the readily ac

88 Kinetically controlled hydroboration of allenylboronate 5 followed by double al

89 Highly enantioselective rhodium-catalyzed hydroboration of allylic phosphonates by pinacolborane a

90 tivated by 5% iodine, or by the conventional hydroboration of alpha-pinene, followed by addition of D

91 In a single vessel, a site-selective hydroboration of an alkyne leads to the corresponding te

92 lass of frustrated Lewis pairs (FLPs) by the hydroboration of bulky isocyanates (iPr2) ArNCO ((iPr2)

93 h(Me)C(H)SiH2Ph and Ph(Me)C(H)Bpin, and (ii) hydroboration of carbodiimides and pyridine to form N-bo

94 ighly active and reusable solid catalyst for hydroboration of carbonyls and imines and for hydroamina

95 uantitatively modeled enantioselectivity for hydroboration of cis-, trans-, and gem-disubstituted alk

96 The full mechanism of the hydroboration of CO2 by the highly active ambiphilic org

97 le the monometallic Cu-only system catalyzes hydroboration of CO2 with pinacolborane to produce forma

98 Allylborane 2a was generated from the hydroboration of commercially available allenylstannane

99 gio-, and stereoselective iron-catalyzed 1,4-hydroboration of dienes that affords gamma-disubstituted

100 Hydroboration of dimesitylnorbornenylphosphane with Pier

101 the vinylborane generated via chemoselective hydroboration of diyne 6 with diisopinocampheylborane.

102 Site-selective NHC-Cu-catalyzed hydroboration of enantiomerically enriched allenes and c

103 the synthesis of vinyl cyclopropyl alcohols, hydroboration of enynes is followed by transmetalation o

104 The direct approach involving the hydroboration of halogenated alkenes is impeded by parti

105 However, hydroboration of hindered olefins is slow and requires e

106 Iodine activation induces intramolecular hydroboration of homoallylic and bis-homoallylic amine b

107 omplexes were found to promote the catalytic hydroboration of ketones and nitriles under mild conditi

108 styrenes as well as excellent chemoselective hydroboration of ketones over alkenes were achieved, for

109 rustrated Lewis pair (FLP) 8 was prepared by hydroboration of Mes2P-(CH2)2CH horizontal lineCH2 with

110 cation of these guidelines revealed that the hydroboration of methyl 2,3-O-methyl-6-deoxy-alpha-d-xyl

111 r soluble sulfides 3 and 9, selected for the hydroboration of more hindered olefins, reacted readily

112 Tetrahydro-1,4-azaborines were accessed by hydroboration of N,N-diprenyltoluenesulfonamide 4.

113 borane frustrated Lewis pair was prepared by hydroboration of N-allyl-tetramethylpiperidine with Pier

114 thods are initiated by highly regioselective hydroboration of N-tosyl-substituted ynamides with dieth

115 Ruthenium-catalyzed hydroboration of nitriles and imines is attained using p

116 Chemoselective hydroboration of nitriles over esters is also demonstrat

117 The first catalytic alkyne hydroboration of propargyl amine boranecarbonitriles is

118 For the textbook reaction of the hydroboration of propene by BH(3) it has recently been i

119 orrectly predict the regioselectivity of the hydroboration of propene with BH3 in solution.

120 for the unique 1,4-regioselectivity for the hydroboration of pyridine derivatives.

121 Also, the hydroboration of several terminal olefins with dioxane--

122 While hydroboration of smaller isocyanates such as (iPr2) ArNC

123 (imino)pyridine chelate, enabling the facile hydroboration of sterically hindered substrates such as

124 gH is a catalyst for (i) hydrosilylation and hydroboration of styrene to afford the Markovnikov produ

125 Hydroboration of styrene with pyrrolylborane followed by

126 Highly Markovnikov regioselective hydroboration of styrenes as well as excellent chemosele

127 lective synthesis of l-pyranosides utilizing hydroboration of substituted exo-glucals (5-enopyranosid

128 The hydroboration of terminal alkenes with BH(3) is moderate

129 A bis(imino)pyridine cobalt-catalyzed hydroboration of terminal alkynes with HBPin (Pin = pina

130 Cu-catalyzed methods for site-selective hydroboration of terminal alkynes, where the internal or

131 niquely support Pd-catalyzed trans-selective hydroboration of terminal and internal 1,3-enynes to fur

132 ethyl complexes are active for the catalytic hydroboration of terminal, geminal, disubstituted intern

133 This step simultaneously accomplishes hydroboration of the alkene and ortho cyanation of the b

134 Hydroboration of the alkene and oxidation to an acid, fo

135 The one-pot procedure involves hydroboration of the alkene followed by a novel electrop

136 ) ArNCO leads to isocyanate-N/B FLP adducts, hydroboration of the bulkier (Ph2tBu) ArNCO allows isola

137 dual reduction" of the imidazole ring (i.e., hydroboration of the C horizontal lineC backbone and hyd

138 However, hydroboration of the conjugated alkenes with 9-BBN-H gav

139 uoroborates were prepared in good yields via hydroboration of the corresponding enecarbamates using t

140 Hydroboration of the double bond afforded alcohol 7, the

141 Stereospecific hydroboration of the double bond of 2,5-dihydro-1H-pyrro

142 zophenone moiety was introduced by selective hydroboration of the double bond of enyne 11 at low temp

143 ver-limiting step in the catalytic cycle for hydroboration of the internal alkene is insertion of the

144 stituted pi-system of the allene followed by hydroboration of the remaining pi-component.

145 C(sp)-H bonds of terminal alkynes, for which hydroboration of the triple bond is a competing process.

146 key step in the synthesis is the asymmetric hydroboration of trisubstituted alkene 6.

147 st enantioselective Rh-catalyzed Markovnikov hydroboration of unactivated terminal alkenes.

148 c studies of the copper-catalyzed asymmetric hydroboration of vinylarenes and internal alkenes are re

149 Rhodium-catalyzed hydroborations of trisubstituted alkenes are generally s

150 tive selectivities and qualitative trends in hydroborations on a broader scale.

151 rough a concerted mechanism as in alkyne syn-hydroboration, or through an intramolecular 1,3-hydride

152 ttig rearrangement, followed by a subsequent hydroboration oxidation reaction, to afford substituted

153 Furthermore, hydroboration-oxidation following the Cu-catalyzed AAA l

154 The hydroboration-oxidation of the alpha-(1,4-pentadien-3-yl

155 the esters 3 was followed by RCM and in situ hydroboration-oxidation of the formed glycals to furnish

156 the esters 7 was followed by RCM and in situ hydroboration-oxidation of the formed glycals to furnish

157 The sulfide can be recovered from hydroboration-oxidation products by distillation.

158 reoselectivity was obtained in an asymmetric hydroboration-oxidation sequence carried out on a 2,2-di

159 iple RCM reaction was followed by an in situ hydroboration-oxidation to furnish the branched beta-C-t

160 employed the chemospecific and regiospecific hydroboration/oxidation at C(16)-C(17); this method has

161 isomer 2, which in turn was synthesized via hydroboration/oxidation of the morpholine enamine of (+)

162 complementary to the existing cis-selective hydroboration/oxidation protocol.

163 but has largely proven elusive; an indirect hydroboration/oxidation sequence requiring stoichiometri

164 -6-one (trivially Z) via Heck coupling and a hydroboration/oxidation sequence.

165 itols were subjected to silyl protection and hydroboration/oxidation to give the protected heptan-1-i

166 ompared to those of other reactions, such as hydroboration, oxymercuration, complexation with Ag+, an

167 The E-isomer 22 was also obtained by hydroboration procedure from E-bis-methylenecyclobutane

168 st turnover, constituting a net Cu-catalyzed hydroboration process.

169 rtial dehalogenation taking place during the hydroboration process.

170 the boronate group provided access to formal hydroboration products of unbiased dialkylalkynes.

171 but it does not proceed via intermediacy of hydroboration products or via B2 pin2.

172 iers that can be washed off in the workup of hydroboration products.

173 pared directly via either transmetalation or hydroboration protocols.

174 e salt was synthesized using a syn-selective hydroboration/protodeboration of an alkynylboronate este

175 lization of the regiochemical outcome of the hydroboration reaction mechanism, suggesting that the is

176 her evidence confirm that the iodine-induced hydroboration reaction of homoallylic amine boranes occu

177 s applied in an unprecedented intramolecular hydroboration reaction of simple olefins.

178 A reaction sequence involving a hydroboration reaction, a Matteson homologation, and a r

179 serve as a competent catalyst for the trans-hydroboration reaction.

180 The titanium-catalyzed hydroboration reactions of decaborane with a variety of

181 Notably, these hydroboration reactions proceed with high activity and a

182 Hindered trialkylboranes can undergo reverse hydroboration reactions to form allylic silanes or can b

183 e for more expensive borane-1,4-oxathiane in hydroboration reactions.

184 es in 2 and 3, respectively, show remarkable hydroboration reactivity towards H-B bonds of boranes, i

185 featured an efficient Petasis olefination, a hydroboration sequence, a Gais's asymmetric Horner-Wadsw

186 Accordingly, detailed hydroboration studies with this new, highly reactive ami

187 a to compounds 6a and 6b, diastereoselective hydroboration-Suzuki cross-coupling with aryl and vinyl

188 :2 enantiomeric ratio), a diastereoselective hydroboration/Suzuki-Miyaura coupling reaction sequence,

189 steps involving monosilylation, dehydration, hydroboration, Swern oxidation, and regioselective intro

190 Upon hydroboration, the alcohol 6a is oxidized, and the resul

191 r this reaction has similarities to that for hydroboration, the major difference being that the lines

192 hers undergo chemoselective Zr(IV)-catalyzed hydroboration to afford the boron-substituted ICR substr

193 ton source, a broad range of alkenes undergo hydroboration to provide secondary boronic esters with h

194 thods were used to locate and analyze alkene hydroboration transition structures for 10-R-9-borabicyc

195 A domino hydroboration/trifluoromethylation (formal hydrotrifluor

196 A one-pot hydroboration/two-directional cross-coupling sequence wa

197 lic phosphine boranes undergo intramolecular hydroboration upon activation by triflic acid.

198 2)H-labeled aldehyde, followed by asymmetric hydroboration using alpha-pinene/9-BBN reagents to form

199 starting from alpha-pinene with 80-90% ee by hydroboration using DMAP.BH(3) (5) activated by 5% iodin

200 The alkylboranes obtained after hydroboration were oxidized with hydrogen peroxide/sodiu

201 onding benzyloxycarbonyl compound 25 undergo hydroboration with 9-BBN-H followed by palladium-catalyz

202 uced to the cis-alkenyl pinacolboronates via hydroboration with dicyclohexylborane followed by chemos

203 able air-stable 1-alkynyl-1-boronate esters, hydroboration with dicyclohexylborane generates 1-alkeny

204 antioselective (93-99% ee) rhodium-catalyzed hydroboration with pinacolborane (PinBH) using simple ch

205 nylamide ((E)-1) undergoes rhodium-catalyzed hydroboration with PinBH (0.5 mol % Rh(nbd)2BF4, 1.1 mol

206 ination of the N-borylamine product of imine hydroboration with regeneration of the deformed phosphor

207 shown to act as efficient catalysts for the hydroboration (with HBpin, pin = pinacolato) of a variet