铜催化氮杂双环烯烃与格氏试剂的反式立体控制开环反应。

Copper-catalyzed anti-stereocontrolled ring-opening of azabicyclic alkenes with Grignard reagents.

作者信息

Gómez Arrayás Ramón, Cabrera Silvia, Carretero Juan C

机构信息

Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain.

出版信息

Org Lett. 2005 Jan 20;7(2):219-21. doi: 10.1021/ol0478133.

DOI:10.1021/ol0478133

PMID:15646962

Abstract

[Reaction: see text] The anti-stereocontrolled alkylative ring-opening reaction of azabicyclic alkenes is reported. N-(2-Pyridyl)sulfonyl azabenzonorbornadiene reacts with Grignard reagents in the presence of catalytic amounts of CuCN to afford, in good yields and excellent anti selectivity, the corresponding dihydronaphthalene-1-amines.

摘要

[反应：见正文] 报道了氮杂双环烯烃的反立体控制烷基化开环反应。N-（2-吡啶基）磺酰基氮杂苯并降冰片二烯在催化量的CuCN存在下与格氏试剂反应，以良好的产率和优异的反选择性得到相应的二氢萘-1-胺。