Observations on the Deprotection of Pinanediol and Pinacol Boronate Esters via Fluorinated Intermediates

被引：39

作者：

Inglis, Steven R. ^{[1
]}

Woon, Esther C. Y. ^{[1
]}

Thompson, Amber L. ^{[1
]}

Schofield, Christopher J. ^{[1
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, 12 Mansfield Rd, Oxford OX1 3TA, England

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 02期

关键词：

CAMBRIDGE STRUCTURAL DATABASE; CRYSTAL-STRUCTURES; BETA-LACTAMASE; INHIBITORS; ACID; RESISTANCE; CONVERSION; CHEMISTRY; POTENT;

D O I：

10.1021/jo901930v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methods for the deprotection of pinanediol and pinacol esters of various boronic acids via fluoroborane intermediates were evaluated. Treatment of the boronate esters with potassium hydrogen difluoride normally gives trifluoroborate salts; in the case of alpha-amido alkyl or o-amido phenyl boronate esters, aqueous workup gives difluoroboranes. Procedures for transformation of both trifluoroborates and difluoroboranes to free boronic acids are described.

引用

页码：468 / 471

页数：4

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