A GENERAL-APPROACH TO GAMMA-LACTONES VIA OSMIUM-CATALYZED ASYMMETRIC DIHYDROXYLATION - SYNTHESIS OF (-)-MURICATACIN AND (+)-MURICATACIN

被引：138
|
作者：
WANG, ZM
ZHANG, XL
SHARPLESS, KB
SINHA, SC
SINHABAGCHI, A
KEINAN, E
机构：
[1] Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
[2] SCRIPPS RES INST, DEPT MOLEC BIOL, LA JOLLA, CA 92037 USA
[3] TECHNION ISRAEL INST TECHNOL, DEPT CHEM, IL-32000 HAIFA, ISRAEL
来源：
TETRAHEDRON LETTERS | 1992年 / 33卷 / 43期
关键词：
D O I：
10.1016/S0040-4039(00)79001-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Both enantiomers of hydroxy gamma-lactones have been prepared highly enantioselectively (92-99% ee) using either AD-mix-beta or AD-mix-alpha with both beta,gamma- and gamma,delta-unsaturated esters. The method is exemplified by the three-step synthesis of (-) and (+)- muricatacin in 74% yield and >99% ee.
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页码：6407 / 6410
页数：4
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