FACILE CHEMOENZYMATIC PREPARATION OF ENANTIOMERICALLY PURE 2-METHYLGLYCEROL DERIVATIVES AS VERSATILE TRIFUNCTIONAL C4-SYNTHONS

被引:34
作者
WIRZ, B [1 ]
BARNER, R [1 ]
HUBSCHER, J [1 ]
机构
[1] HOFFMANN LA ROCHE LTD,PHARMACEUT RES NEW TECHNOL,DEPT PHYS,CH-4002 BASEL,SWITZERLAND
关键词
D O I
10.1021/jo00067a034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Both enantiomers of a series of synthetically valuable 2-methylglycerol derivatives have been prepared with >99% ee using a chemoenzymatic reaction sequence. The introduction of chirality was achieved by enantioselective esterification of 1,2-O-protected 2-methylglycerol 3 or enantioselective hydrolysis of its butyryl ester 4. The enzymatic reaction proceeded with unusually high selectivity and velocity for a primary alcohol (ester) substrate.
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页码:3980 / 3984
页数:5
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