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

Thomas C. Stephens and Graham Pattison*

*Department of Chemistry, University of Warwick, Gibbet Hill Road, Coventry, CV4 7AL, U.K., Email: g.pattisonbrighton.ac.uk

T. C. Stephens, G. Pattison, Org. Lett., 2017, 19, 3498-3501.

DOI: 10.1021/acs.orglett.7b01474 (free Supporting Information)


Abstract

A transition-metal-free coupling of aldehydes and ketones with geminal bis(boron) building blocks provides homologated carbonyl compounds upon oxidation. Aldehydes with an enolizable stereogenic center undergo this reaction with complete retention of stereochemistry.

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Key Words

carbonyl compounds (coupling, oxidation), sodiumperborate


ID: J54-Y2017