Synthesis of <i>gem</i>-Diborylcyclopropyl Ketones via Conjugate Addition of Chlorodiborylmethane to α,β-Unsaturated Ketones

Abstract

The carbanion derived from chlorodiborylmethane can act as a soft nucleophile, while the halogen substituent can subsequently function as a leaving group. Taking advantage of this feature, we herein have developed an efficient synthesis of gem -diborylcyclopropyl ketones from a diverse range of enone substrates. We also demonstrated the synthetic utility of this protocol by leveraging the highly transformable nature of the cyclopropyl moiety and the C–B bonds.

Topics & Concepts