HIGHLY STEREOSELECTIVE COUPLINGS OF CARBOHYDRATE LACTONES WITH TERPENE KETONES PROMOTED BY SMI2

被引：21

作者：

ENHOLM, EJ

JIANG, SJ

机构：

[1] Department of Chemistry, University of Florida, Gainesville

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 41期

关键词：

KETYL; SML2; CARBOHYDRATE LACTONE; (+)-DIHYDROCARVONE; (-)-MENTHONE;

D O I：

10.1016/S0040-4039(00)60008-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lactone 3-deoxycarbohydrates were reacted with samarium diiodide (SmI2) in THF/HMPA and the terpene ketones, (-)-menthone or (+)-dihydrocarvone; a serial reductive deoxygenation and an attendant carbonyl addition reaction afforded C2 branched sugars with high diastereoselectivities (up to 99:1).

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页码：6069 / 6072

页数：4

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