Formation of Boron Enolates by Nucleophilic Substitution

被引：5

作者：

Garratt, George R. A. ^{[1
]}

Pattison, Graham ^{[1
]}

机构：

[1] Univ Brighton, Sch Pharm & Biomol Sci, Chem Res Grp, Huxley Bldg,Lewes Rd, Brighton BN2 4GJ, E Sussex, England

来源：

SYNLETT | 2020年 / 31卷 / 17期

关键词：

enolates; coupling; boron; fluorination; CARBANIONS; ALDEHYDES; ESTERS; DEPROTONATION; KETONES; HOMOLOGATION; GENERATION;

D O I：

10.1055/s-0040-1707181

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enolates have proven to be one of the key building blocks available to the synthetic chemist. Here we summarize a novel strategy for their preparation, involving the addition of alpha-borylated nucleophiles to esters to yield boron enolates. The enolates prepared by the addition of lithiated geminal bis(boron) compounds to esters can be trapped with two equivalents of halogen and alkyl electrophiles to yield alpha,alpha-difunctionalized compounds. 1Introduction 2Ketone Difunctionalization 3Boron Enolates by Coupling 4Towards Sequential Trapping 5Summary and Outlook

引用

页码：1656 / 1662

页数：7

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