Difunctionalization of Alkenes Involving Metal Migration

Angew Chem Int Ed Engl. 2020 May 18;59(21):7990-8003. doi: 10.1002/anie.201913382. Epub 2020 Feb 25.

Abstract

The direct difunctionalization of alkenes, a cheap and abundant feedstock, represents one of the most attractive strategies for increasing molecular complexity in synthetic organic chemistry. In contrast with the 1,2-difunctionalization of alkenes, recent advances showcase alkene 1,n-difunctionalizations (n≠2) involving metal migration is an emerging and rapidly growing area of research. This promising strategy not only opens a novel avenue for future development of alkene transformations, but also significantly expands upon the bond disconnections available in modern organic synthesis. This Minireview summarizes recent progress in the migratory difunctionalization of alkenes, with an emphasis on the driving force for metal migration.

Keywords: alkenes; reaction mechanisms; regioselectivities; synthetic methods; transition metals.

Publication types

  • Review
  • Research Support, Non-U.S. Gov't