Synthesis of novel steroid backbones via photoinduced electron transfer initiated domino cyclizations of silyl enol ethers

被引：18

作者：

Bunte, JO ^{[1
]}

Rinne, S ^{[1
]}

Mattay, J ^{[1
]}

机构：

[1] Univ Bielefeld, Fak Chem, D-33501 Bielefeld, Germany

来源：

SYNTHESIS-STUTTGART | 2004年 / 04期

关键词：

domino reactions; cyclizations; stereoselectivity; electron transfer; steroids;

D O I：

10.1055/s-2004-815956

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Photoinduced electron transfer was used to activate silyl enol ethers. The generated radical cations of specifically designed precursors undergo ring closure reactions to yield novel steroid compounds. These domino reactions proceed with high stereo-selectivity. The synthesis of the complex silyl enol ethers, the stereo-selective domino cyclization process and the assignment of stereochemistry of the novel steroid compounds is presented.

引用

页码：619 / 633

页数：15

共 46 条

[1] Mechanistic studies on PET-oxidative cyclization of unsaturated silyl enol ethers:: dependence of the regioselectivity on alcohol addition and pressure effects [J].