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Updated: Feb 25, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
A one-pot tandem chemoselective allylation/cross-coupling via temperature control of a multi-nucleophile/electrophile
Chao Xu1, James W B Fyfe, Ciaran P Seath
1Department of Pure and Applied Chemistry, University of Strathclyde, Glasgow, G1 1XL, UK. allan.watson.100@strath.ac.uk.
Abstract:
A chemoselective tandem reaction of a multi-reactive, two electrophile + two nucleophile, system is reported. An allylation/cross-coupling process of a haloaryl aldehyde, an aryl BPin, and an allyl BPin can be controlled using a temperature gradient to overcome natural reactivity profiles and allow two sequential chemoselective C-C bond formations without intervention. This process offers efficient access to an array of functionalised products including pharmaceutical and natural product scaffolds.
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