NEW TRIALKYLSILYL ENOL ETHER CHEMISTRY - ALPHA-N-TOSYLAMINATION OF TRIISOPROPYLSILYL ENOL ETHERS

被引：57

作者：

MAGNUS, P

LACOUR, J

COLDHAM, I

MUGRAGE, B

BAUTA, WB

机构：

[1] Department of Chemistry and Biochemistry, University of Texas at Austin, Austin

来源：

TETRAHEDRON | 1995年 / 51卷 / 41期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

D O I：

10.1016/0040-4020(95)00696-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Triisopropylsilyl enol ethers react with (TsN)(2)Se to give alpha-N-tosylamino derivatives in modest to good yields. In the absence of 1,3-diaxial interactions the N-tosylamino group prefers an axial conformation. The axial N-tosylamino derivatives can be readily transformed into the azabicyclo[3.3.1]nonane skeleton. the core structure of a number of alkaloids.

引用

页码：11087 / 11110

页数：24

共 89 条

[1]

[Anonymous], 1989, CONFORMATIONAL ANAL

[2] AZIRIDINIUM CATION MEDIATED CYCLIZATIONS - NEW ROUTES TO THE MORPHINAN RING-SYSTEM [J].