Ambient temperature zincation of N-Boc pyrrolidine and its solvent dependency

被引：17

作者：

Garden, Jennifer A. ^{[1
]}

Kennedy, Alan R. ^{[1
]}

Mulvey, Robert E. ^{[1
]}

Robertson, Stuart D. ^{[1
]}

机构：

[1] Univ Strathclyde, Dept Pure & Appl Chem, WestCHEM, Glasgow G1 1XL, Lanark, Scotland

来源：

CHEMICAL COMMUNICATIONS | 2012年 / 48卷 / 43期

基金：

英国工程与自然科学研究理事会;

关键词：

DEPROTONATIVE METALATION; REACTIVITY; RECEPTORS; LIGANDS; BASES; RING;

D O I：

10.1039/c2cc31793a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Sodium TMP-zincate, [(TMEDA)Na(TMP)(Bu-t)Zn(Bu-t)], can deproto-zincate N-Boc pyrrolidine at ambient temperature in hexane solution, whereas in toluene the captured alpha-carbanion of the heterocycle attacks the solvent setting off a cascade of reactions that ultimately produce a pyrrolidine-substituted enolate.

引用

页码：5265 / 5267

页数：3

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