Preparation of 3-alkyl-4-hydroxy-2-butenyl acetate through highly regioselective lipase-catalyzed hydrolysis of corresponding diacetates

被引：13

作者：

Itoh, T ^{[1
]}

Uzu, A ^{[1
]}

Kanda, N ^{[1
]}

Takagi, Y ^{[1
]}

机构：

[1] HYOGO UNIV EDUC,DEPT CHEM,YASHIRO,HYOGO 67314,JAPAN

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 01期

关键词：

D O I：

10.1016/0040-4039(95)02111-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly regioselective hydrolysis of diacetate of (E)-2-substituted-2-butene-1,4-diol has been demonstrated. Lipase AL (Meito) was chosen from among commercial enzymes as the one most able to preferentially hydrolyze; the acetyl group at 1-position giving monoacetate.

引用

页码：91 / 92

页数：2

共 30 条

[1] Highly regioselective lipase-catalyzed acetylation and hydrolysis of acyclic α,α′-alkenediols and their diacetates
Hisano, T
Onodera, K
Toyabe, Y
Mase, N
Yoda, H
Takabe, K
TETRAHEDRON LETTERS, 2005, 46 (37) : 6293 - 6295
[2] Highly regioselective lipase-catalyzed acetylation and hydrolysis of acyclic α,ω-terpenediols and their diacetates
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Mase, N
Hisano, T
Yoda, H
TETRAHEDRON LETTERS, 2003, 44 (16) : 3267 - 3269
[3] PREPARATION OF CARBOXYALKYL ACRYLATE BY LIPASE-CATALYZED REGIOSELECTIVE HYDROLYSIS OF CORRESPONDING METHYL-ESTER
FUKUSAKI, E
SENDA, S
NAKAZONO, Y
YUASA, H
OMATA, T
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1992, 2 (05) : 411 - 414
[4] Remarkable acceleration of a lipase-catalyzed reaction by a thiacrown ether additive: Buffer-free highly regioselective partial hydrolysis of 4-acetoxy-2-methylbut-2-enyl acetate
Itoh, T
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Kaihatsu, K
Hamada, H
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[5] Kinetic Resolution of (RS)-4-Hydroxy-3-methyl-2-(2′-propynyl)-2-cyclopentenone Acetate by Lipase-Catalyzed Alcoholysis in Organic Media
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Wu Jianping
Xu Gang
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CHINESE JOURNAL OF CATALYSIS, 2010, 31 (02) : 225 - 228
[6] Preparation of optically active trifluoromethylated (3′-indolyl) thiacarboxylic acids, novel plant growth regulators, through lipase-catalyzed enantioselective hydrolysis
Kato, K
Tanaka, S
Fujii, S
Katayama, M
Kimoto, H
JOURNAL OF BIOSCIENCE AND BIOENGINEERING, 1999, 87 (01) : 76 - 81
[7] Thiocrown ether additive effects on diastereoselectivity of the lipase-catalyzed reaction: Preparation of optically active 3-hydroxy-2-methylalkanenitriles through a double enzymatic reaction strategy
Mitsukura, K
Choraku, H
Da, ST
Itoh, T
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1999, 72 (07) : 1589 - 1595
[8] Thiocrown ether additive effects on diastereoselectivity of the lipase-catalyzed reaction: Preparation of optically active 3-hydroxy-2-methylalkanenitriles through a double enzymatic reaction strategy
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[9] Lipase-catalyzed acetylation of tert-butyl N-(2-hydroxy-3-phenoxypropoxy)carbamates -: Preparation of optically active aminooxypropanols
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SYNTHETIC COMMUNICATIONS, 2002, 32 (16) : 2591 - 2599
[10] Lipase-catalyzed transesterification of methyl 2-substituted 3-hydroxy-4-pentenoates and its synthetic application to the taxol side chain
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