Synthesis of Substituted Indolizidines and Quinolizidines by Regioselective Intramolecular Modified Julia Olefination of Imides

J Org Chem. 2020 Jan 17;85(2):864-875. doi: 10.1021/acs.joc.9b02834. Epub 2019 Dec 24.

Abstract

We report the synthesis of substituted indolizidines and quinolizidines using the modified Julia olefination previously developed on imides. The study focuses on the regioselectivity of this reaction on unsymmetrically substituted imides. The scope and regioselectivity of the reaction are presented here, and its utility as a tool for synthesizing natural products is demonstrated through the total synthesis of Pandalizine A.

Publication types

  • Research Support, Non-U.S. Gov't