SYNTHESIS OF ALL 4 ISOMERS OF DISPARLURE USING OSMIUM-CATALYZED ASYMMETRIC DIHYDROXYLATION

被引:67
作者
KEINAN, E
SINHA, SC
SINHABAGCHI, A
WANG, ZM
ZHANG, XL
SHARPLESS, KB
机构
[1] SCRIPPS RES INST, DEPT MOLEC BIOL, LA JOLLA, CA 92037 USA
[2] TECHNION ISRAEL INST TECHNOL, DEPT CHEM, IL-32000 HAIFA, ISRAEL
关键词
D O I
10.1016/S0040-4039(00)79002-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(+)-Disparlure, the sex attractant emitted by the female gypsy moth, Porthetria dispar (L.), and its (-)-enantiomer were synthesized in 43% yield and >99% ee, starting from undecanal and using the asymmetric dihydroxylation (AD) reaction. Similarly, the two transisomers of disparlure were synthesized in 51% yield and 95% ee.
引用
收藏
页码:6411 / 6414
页数:4
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