Visible-Light Photocatalytic Intramolecular Cyclopropane Ring Expansion

Angew Chem Int Ed Engl. 2017 Jun 26;56(27):7826-7830. doi: 10.1002/anie.201703334. Epub 2017 Jun 6.

Abstract

Described herein is a new visible-light photocatalytic strategy for the synthesis of enantioenriched dihydrofurans and cyclopentenes by an intramolecular nitro cyclopropane ring expansion reaction. Mechanistic studies and DFT calculations are used to elucidate the key factors in this new ring expansion reaction, and the need for the nitro group on the cyclopropane.

Keywords: density functional calculations; photocatalysis; reaction mechanisms; ring expansion; small ring systems.

Publication types

  • Research Support, Non-U.S. Gov't