Stereocontrolled formation of amino acids and N-heterocycles bearing a quaternary chiral carbon

被引：42

作者：

Roy, S ^{[1
]}

Spino, C ^{[1
]}

机构：

[1] Univ Sherbrooke, Dipartimento Chim, Sherbrooke, PQ J1K 2R1, Canada

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 05期

关键词：

D O I：

10.1021/ol053061g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereocontrolled formation of tertiary or quaternary chiral carbons bearing nitrogen was achieved using the [3,3]-sigmatropic rearrangement of cyanate to isocyanate as a key element. A short and highly selective sequence of reactions, starting from p-menthane-3-carboxaldehyde, was developed leading to alpha,alpha-dialkylated alpha-amino acids or N-heterocycles, depending on the method of cleavage of the auxiliary.

引用

页码：939 / 942

页数：4

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