Formation of Boron Enolates by Nucleophilic Substitution

Garratt, George R.A. and Pattison, Graham (2020) Formation of Boron Enolates by Nucleophilic Substitution. Synlett, 31 (17). pp. 1656-1662. ISSN 0936-5214

Full content URL: https://doi.org/10.1055/s-0040-1707181

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Abstract

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 α-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 α,α-difunctionalized compounds.

Keywords:organoboron, enolates, selectivity
Subjects:F Physical Sciences > F100 Chemistry
Divisions:College of Science > School of Chemistry
ID Code:52237
Deposited On:31 Oct 2022 15:24

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