Highly Position- and Enantioselective Catalytic Epoxidation of Polyolefins Mediated by a Chiral Mn Complex, Including a One-Step Conversion of Squalene to the (S)-2,3-Epoxide, a Precursor of Natural Steroids and Terpenoids

G Sudhakar Reddy; E J Corey

doi:10.1021/jacs.4c16570

Highly Position- and Enantioselective Catalytic Epoxidation of Polyolefins Mediated by a Chiral Mn Complex, Including a One-Step Conversion of Squalene to the (S)-2,3-Epoxide, a Precursor of Natural Steroids and Terpenoids

J Am Chem Soc. 2025 Jan 6. doi: 10.1021/jacs.4c16570. Online ahead of print.

Authors

G Sudhakar Reddy¹, E J Corey¹

Affiliation

¹ Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.

PMID: 39762184
DOI: 10.1021/jacs.4c16570

Abstract

Reported herein is the synthesis of a novel chiral dicarboxylic ligand for Mn(II) and the application of the Mn complex to the highly enantio- and position-selective epoxidation of C═C under mild conditions, even with polyolefinic substrates. A stereomechanistic basis for asymmetric induction is suggested.