STEREOCONTROL IN RADICAL CYCLIZATIONS ON SUGAR TEMPLATES

被引：38

作者：

LESUEUR, C ^{[1
]}

NOUGUIER, R ^{[1
]}

BERTRAND, MP ^{[1
]}

HOFFMANN, P ^{[1
]}

DEMESMAEKER, A ^{[1
]}

机构：

[1] CIBA GEIGY AG,CENT RES LABS,CH-4002 BASEL,SWITZERLAND

来源：

TETRAHEDRON | 1994年 / 50卷 / 18期

关键词：

D O I：

10.1016/S0040-4020(01)80694-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The radical cyclization of alkyl hex-2-enopyranosides provides a stereocontrolled route to fused furanopyranes. The intermediate radical is generated either via the reduction of the appropriate halide by tin hydride or via sulfonyl radical addition to allyl hex-2-enopyranosides. The two methodologies are compared with respect to diastereoselectivity. Stereocontrol is discussed on the basis of conformational preference in the transition state.

引用

收藏

页码：5369 / 5380

页数：12

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