SYNTHESIS OF OPTICALLY-ACTIVE 2-FURYLMETHANOLS AS USEFUL CHIRAL BUILDING-BLOCKS AND ITS APPLICATION TO THE SYNTHESIS OF (5R,6S)-6-ACETOXYHEXADECAN-5-OLIDE AND (+)-DISPARLURE

被引:60
作者
KAMETANI, T [1 ]
TSUBUKI, M [1 ]
TATSUZAKI, Y [1 ]
HONDA, T [1 ]
机构
[1] HOSHI UNIV,INST MED CHEM,EBARA 2-4-41,SHINAGAWA KU,TOKYO 142,JAPAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 03期
关键词
D O I
10.1039/p19900000639
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Kinetic resolution of racemic secondary 2-furylmethanols using catalytic amounts of the titanium(iv)-tartrate complex was achieved successfully, providing optically active 2-furylmethanols (80->98% ee) and corresponding pyranones. (S)-1-(2-Furyl)undecanol (1f) was utilised as a chiral building block in the synthesis of (5R,6S)-6-acetoxyhexadecan-5-olide and (+)-disparlure.
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页码:639 / 646
页数:8
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