A NOVEL CHIRAL BUILDING-BLOCK WITH NEOPENTANE FRAMEWORK FOR SYNTHESIS - CHEMOENZYMATIC PREPARATION OF (R)-CH3C(CH2OSO2CF3)(CH2CL)(CH2BR)

被引：17

作者：

HEIDEL, H

HUTTNER, G

VOGEL, R

HELMCHEN, G

机构：

[1] UNIV HEIDELBERG,INST ANORGAN CHEM,D-69120 HEIDELBERG,GERMANY

[2] UNIV HEIDELBERG,INST ORGAN CHEM,D-69120 HEIDELBERG,GERMANY

来源：

CHEMISCHE BERICHTE | 1994年 / 127卷 / 01期

关键词：

PIG LIVER ESTERASE; ENANTIOSELECTIVE HYDROLYSIS; ASYMMETRIZED NEOPENTANE; REACTIVE CHIRAL BUILDING BLOCK;

D O I：

10.1002/cber.19941270138

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The pig liver esterase (PLE) catalysed hydrolysis of the prochiral malonic ester (BzlOCH(2)) (Me)C(COOMe)(2) (1) leads to its chiral monoester 2 in selectivities up to 81% ee. Compound 2 is an ideal entry point for the enantioselective synthesis of 1,1',1''-substituted neopentanes CH3C(CH(2)X)- (CH2Y)(CH(2)Z) with three different leaving groups, X, Y, and Z. CH3C(CH2OSO2CF3)(CH2Br) (CH2Cl) (8) is a versatile reactive building block for the asymmetric synthesis of compounds containing the neopentane-C-5 skeleton.

引用

页码：271 / 274

页数：4

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