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1 to rationalize the increased activity of the chlorohydrin.
2 ydrin is more stable than the epimeric trans-chlorohydrin.
3 predominantly ( approximately 94%) a single chlorohydrin.
4 iol), and a structurally related cholesterol chlorohydrin.
5 derived unsaturated terminal epoxide 17 (and chlorohydrin 16), efficiently generates a substituted tr
6 bocation intermediate from the hydrolysis of chlorohydrin 5 is different than the cis/trans tetrol ra
7 s, it is proposed that the S(N)1 reaction of chlorohydrin 5 yields a different distribution of carboc
8 rahydrobenzo[a]pyr ene (1) to its trans-9,10-chlorohydrin (5) with excellent yield and purity by the
9 stane-(3beta,5alpha)-diol), cholesterol beta-chlorohydrin (5alpha-chlorocholestane-(3beta, 6beta)-dio
10 ovel dichlorinated sterol, cholesterol alpha-chlorohydrin (6beta-chlorocholestane-(3beta,5alpha)-diol
11 and synthesized were of particular interest, chlorohydrin 7 and epoxide 6, which are reactive analogu
12 again contrasts with the hydrolysis of trans-chlorohydrin 8, which undergoes hydrolysis to give tetro
15 ion rate depression in the hydrolysis of cis-chlorohydrin 9 is observed, which shows that hydrolysis
16 s show that the aldolization intermediate (a chlorohydrin adduct) can be trapped with tert-butyl isoc
17 Further, the dichlorination of a (Z)-allylic chlorohydrin affords with high selectivity a stereotetra
19 otected bromohydrins, as well as a protected chlorohydrin and a homologated bromohydrin, are coupled
22 reduction, t-butylamine displacement of the chlorohydrin, and a conjugate addition of the hindered s
23 s an epoxide, a cis chlorohydrin, or a trans chlorohydrin, and the major diol hydrolysis product from
24 were favorable for the phosphatidylglycerol chlorohydrins, and they were therefore proposed as the b
25 ysulfone 10 and chloroketone 14 derived from chlorohydrins by oxidation proved to be inhibitors of ca
26 way may have biological significance because chlorohydrins could form in serum or in cells with relat
31 ally, increased concentrations of oleic acid chlorohydrin have been found in plasma of human patients
32 (5b and 7b), along with their cis and trans chlorohydrins, have been determined in dioxane/water sol
33 mical calculations that suggest that the cis-chlorohydrin is more stable than the epimeric trans-chlo
35 DE-1 reacts with HCl to give mainly the cis-chlorohydrin is rationalized by quantum chemical calcula
36 es cis adducts and now report that the trans chlorohydrin of anti-BPDE (trans-BPDCH) is an intermedia
38 not only of free fatty acids but also of the chlorohydrins of both oleic and linoleic acids from adip
39 potential chlorine specific markers were all chlorohydrins of unsaturated pulmonary surfactant phosph
40 f whether the precursor is an epoxide, a cis chlorohydrin, or a trans chlorohydrin, and the major dio
44 ion rate depression for the reaction of the chlorohydrin was observed, and the rate data are fit to
47 nal and chloromethyl phenyl sulfone afforded chlorohydrins, which were converted into epoxysulfones b
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