Issue 16, 2023

Redox transformation of β-sulfinyl esters for asymmetric synthesis of sulfone-based axially chiral styrenes

Abstract

Sulfenate anions are always in situ generated from β-sulfinyl esters in catalytic asymmetric sulfinylation, while the potential oxidative transformation remains underdeveloped. Herein, an unprecedented redox transformation of β-sulfinyl esters has been disclosed to generate sulfinate anions. Based on this strategy, the asymmetric sulfonylation of vinylidene o-quinone methides has been achieved, providing various sulfone-based axially chiral styrenes in excellent enantioselectivities.

Graphical abstract: Redox transformation of β-sulfinyl esters for asymmetric synthesis of sulfone-based axially chiral styrenes

Supplementary files

Article information

Article type
Research Article
Submitted
02 ذو الحجة 1444
Accepted
12 ذو الحجة 1444
First published
15 ذو الحجة 1444

Org. Chem. Front., 2023,10, 3975-3981

Redox transformation of β-sulfinyl esters for asymmetric synthesis of sulfone-based axially chiral styrenes

S. Xiang, T. Lu, J. Liu and Q. Zhao, Org. Chem. Front., 2023, 10, 3975 DOI: 10.1039/D3QO00932G

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