Transition-Metal-Free Homologative Cross-Coupling of Aldehydes and Ketones with Geminal Bis(boron) Compounds

Thomas C. Stephens, Graham Pattison

Research output: Contribution to journalArticle

Abstract

We report a transition-metal-free coupling of aldehydes and ketones with geminal bis(boron) building blocks which provides the coupled, homologated carbonyl compound upon oxidation. This reaction not only extends an alkyl chain containing a carbonyl group, it also simultaneously introduces a new carbonyl substituent. We demonstrate that enantiopure aldehydes with an enolizable stereogenic center undergo this reaction with complete retention of stereochemistry.

Original languageEnglish
Pages (from-to)3498-3501
Number of pages4
JournalOrganic Letters
Volume19
Issue number13
DOIs
Publication statusPublished - 13 Jun 2017

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