A novel 1,3-stannyl shift promoted intramolecular cyclizations of α-stannyl radicals with a formyl group

被引：17

作者：

Chang, SY ^{[1
]}

Shao, YF ^{[1
]}

Chu, SF ^{[1
]}

Fan, GT ^{[1
]}

Tsai, YM ^{[1
]}

机构：

[1] Natl Taiwan Univ, Dept Chem, Taipei 106, Taiwan

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 06期

关键词：

D O I：

10.1021/ol990199o

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Reactions of alpha-stannyl bromides and xanthates with tributyltin hydride generate a stannyl radicals, Intramolecular cyclizations of these radicals with a formyl group afford gamma-stannyl alkoxy radicals that undergo a 1,3-stannyl shift from carbon to oxygen. The carbon radicals obtained can be trapped inter- or intramolecularly. Approximately, the rates of 5-exo cyclizations of alpha-stannyl radicals with a formyl group and terminal olefin are similar.

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收藏

页码：945 / 948

页数：4

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