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.

引用

页码：6407 / 6410

页数：4

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