CHEMICALLY LABILE STANNYLENE-NITROGEN BONDS - THE CHEMOSELECTIVE AND STEREOSELECTIVE SYNTHESIS OF N,N-BIS(TRIMETHYLSILYL)ENAMINES AND N,N-DIALKYLENAMINES

被引：12

作者：

BURNELLCURTY, C ^{[1
]}

ROSKAMP, EJ ^{[1
]}

机构：

[1] NORTHWESTERN UNIV,DEPT CHEM,EVANSTON,IL 60208

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 19期

关键词：

D O I：

10.1021/jo00045a009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The chemoselective reaction of Sn[N(TMS)2]2 with primary aldehydes leads to the stereoselective synthesis of trans-N,N-bis(trimethylsilyl)enamines. More reactive Sn(NR2)2 (R = Et, iPr, or piperidine) can be generated in situ and then treated with aldehydes or ketones to give trans enamines.

引用

页码：5063 / 5064

页数：2

共 41 条

[1]

AHLBRECHT H, 1980, SYNTHESIS-STUTTGART, P320

[2]

AHLBRECHT H, 1978, J ORG CHEM, V43, P3063

[3]

AHLBRECHT H, 1982, SYNTHESIS-STUTTGART, V4, P273

[4] N-METHYL-N-ANILINOMETHYL DIPHENYLPHOSPHINE OXIDE - A VERSATILE REAGENT FOR THE SYNTHESIS OF ENAMINES [J].