Dearomatizing anionic cyclizations of N-benzyl-N-methyldiphenylphosphinamides.: Synthesis of γ-(N-methylamino)phosphinic acids

被引：31

作者：

Fernández, I

Ortiz, FL

Tejerina, B

Granda, SG

机构：

[1] Univ Almeria, Area Quim Organ, Almeria 04120, Spain

[2] Univ Oviedo, Dept Quim Fis & Analit, E-33071 Oviedo, Spain

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 09期

关键词：

D O I：

10.1021/ol015716t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The first dearomatizing anionic reaction of a phenyl ring promoted by an N-benzyl-n-methylphosphinamide group is described, The intermediate lithium species can be trapped with different electrophiles, affording tetrahydrobenzo[c]-1-aza-2 lambda (6)-phospholes with excellent diastereoselectivity. The new process is a simple and very efficient entry to the stereoselective synthesis of functionalized gamma-(N-methylamino)phosphinic acids and esters.

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页码：1339 / 1342

页数：4

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