Stereoselective Base-Catalyzed 1,1-Silaboration of Terminal Alkynes

Angew Chem Int Ed Engl. 2020 Jan 27;59(5):2061-2065. doi: 10.1002/anie.201913544. Epub 2019 Dec 16.

Abstract

A base-catalyzed reaction that enables stereoselective 1,1-silaboration of terminal alkynes is described. This method not only offers a new strategy to functionalize simple and readily accessible alkynes beyond 1,2-difunctionalization, but also provides an unconventional atom- and step-economical approach to rapidly and reliably access versatile geminal silylboranes in the absence of transition metals and with exquisite stereoselectivity.

Keywords: 1,1-difunctionalization; alkynes; atom-economy; silaboration.

Publication types

  • Research Support, Non-U.S. Gov't