First stereoselective inverse demand [4+2] cycloaddition reactions of novel chiral allenamides with heterodienes. Preparation of highly functionalized 5-arylpyranyl heterocycles

被引：61

作者：

Wei, LL ^{[1
]}

Hsung, RP ^{[1
]}

Xiong, H ^{[1
]}

Mulder, JA ^{[1
]}

Nkansah, NT ^{[1
]}

机构：

[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 13期

关键词：

D O I：

10.1021/ol990345q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first stereoselective inverse demand [4 + 2] cycloaddition reactions of chiral allenamides with heterodienes are described here. These reactions lead to stereoselective synthesis of highly functionalized pyranyl heterocycles. A mechanistic model is also proposed here based on the stereochemical assignment and comparisons of stereoselectivities obtained from various chiral allenamides.

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页码：2145 / 2148

页数：4

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