FACILE SYNTHESIS OF RACEMIC 2-HEXYL-3-HYDROXY-4-PENTANOLIDE(NFX-2) AND ITS OPTICAL RESOLUTION

被引：17
|
作者：
NISHIDA, T
NIHIRA, T
YAMADA, Y
机构：
[1] OSAKA UNIV,FAC ENGN,DEPT BIOTECHNOL,2-1 YAMADA OKA,SUITA,OSAKA 565,JAPAN
[2] TANABE SEIYAKU CO LTD,APPL BIOCHEM RES LAB,YODOGAWA KU,OSAKA 532,JAPAN
来源：
TETRAHEDRON | 1991年 / 47卷 / 33期
关键词：
D O I：
10.1016/S0040-4020(01)82315-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A facile stereoselective synthesis of a constituent of antimycin A1 and also the new virginiamycin inducing factor, NFX-2((-)-1) has been achieved. (2RS, 3RS, 4SR)-2-Hexyl-3-hydroxy-4-pentanolide((+/-)-1) was obtained by stereoselective intramolecular aldol condensation of 2-(2-bromooctanoyloxy)-1-propanal (7) as the key reaction. (+/-)-1 was kinetically resolved by asymmetric esterification with a lipase, affording optically pure (-)-1 and its enantiomer (+)-1.
引用
收藏
页码：6623 / 6634
页数：12
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