金属化脲中的可逆芳基迁移：在季碳原子处的构型可控反转。

Reversible aryl migrations in metallated ureas: controlled inversion of configuration at a quaternary carbon atom.

机构信息

School of Chemistry, University of Manchester, Oxford Road, Manchester M13 9PL, UK.

出版信息

Chem Commun (Camb). 2013 Feb 21;49(15):1548-50. doi: 10.1039/c2cc38704b.

Abstract

Deprotonation with strong bases of N-vinyl ureas carrying an N'-aryl substituent leads to migration of the N'-aryl group from N to C via an allyllithium; with weaker bases and electron-deficient aryl rings the direction of the migration reverses, and aryl substituents α to the urea N atom may migrate from C to N.

摘要

带有 N-芳基取代基的 N-乙烯脲在强碱作用下发生去质子化反应，通过烯丙基锂发生 N'-芳基从 N 到 C 的迁移；当使用较弱的碱和缺电子的芳环时，迁移方向相反，并且脲 N 原子α位的芳基取代基可能从 C 到 N 迁移。