The stereoselective formation of bicyclic enamines with bridgehead unsaturation via tandem C-H bond activation/alkenylation/electrocyclization

被引：35

作者：

Yotphan, Sirilata

Bergman, Robert G. ^{[1
]}

Ellman, Jonathan A.

机构：

[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 08期

关键词：

D O I：

10.1021/ja710981b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Bridgehead bicyclic unsaturated enamines were prepared by a tandem rhodium-catalyzed C-H bond activation/alkenylation/electrocyclizaton of alkyne-tethered unsaturated imines. These strained bicyclic enamines exhibit unique reactivity: for example, they give N-alkylated products upon treatment with alkylating reagents and undergo double-bond isomerization to alleviate ring strain upon reduction.

引用

页码：2452 / 2453

页数：2

共 13 条

[11] Type 2 intramolecular N-acylnitroso Diels-Alder reaction:: Scope and application to the synthesis of medium ring lactams [J].