N-硅烷基连接的自由基环化反应：γ-氨基醇的一种新合成方法。

N-silyl-tethered radical cyclizations: a new synthesis of gamma-amino alcohols.

作者信息

Blaszykowski Christophe, Dhimane Anne-Lise, Fensterbank Louis, Malacria Max

机构信息

Laboratoire de Chimie Organique, UMR CNRS 7611, Université Pierre et Marie Curie, Case 229, 4 place Jussieu, 75252 Paris Cedex 05, France.

出版信息

Org Lett. 2003 Apr 17;5(8):1341-4. doi: 10.1021/ol034288j.

DOI:10.1021/ol034288j

PMID:12688754

Abstract

[reaction: see text] Various allylic and propargylic amines bearing a protecting group (PG) have been employed in N-silyl-tethered radical cyclizations. The resulting silapyrrolidine adducts could be smoothly oxidized, creating access to gamma-amino alcohols. The silylation, radical cyclization, and oxidation reactions could be consolidated in a one-pot process.

摘要

[反应：见正文] 各种带有保护基（PG）的烯丙基胺和炔丙基胺已用于N-硅烷基连接的自由基环化反应。所得的硅杂吡咯烷加合物可顺利氧化，从而得到γ-氨基醇。硅烷化、自由基环化和氧化反应可在一锅法中合并进行。