Reliably Regioselective Dialkyl Ether Cleavage with Mixed Boron Trihalides

被引：11

作者：

Atienza, Bren Jordan P. ^{[1
]}

Nam Truong ^{[1
]}

Williams, Florence J. ^{[1
]}

机构：

[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 20期

基金：

加拿大自然科学与工程研究理事会;

关键词：

DEALKYLATION; CHLORIDE; BROMIDE;

D O I：

10.1021/acs.orglett.8b02356

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A protocol for the regioselective cleavage of unsymmetrical alkyl ethers to generate alkyl alcohol and alkyl bromide products is described. A mixture of trihaloboranes triggers this conversion and exhibits improved reactivity profiles (regioselectivity and yield) compared with BBr3 alone. Additionally, this procedure allows the efficient synthesis of (B-Cl) dialkyl boronate esters. There are limited methods to generate acyclic dialkoxyboryl chlorides, and these intermediates constitute important synthons in main-group chemistry.

引用

页码：6332 / 6335

页数：4

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