Atropisomerism at CS Bonds: Asymmetric Synthesis of Diaryl Sulfones by Dynamic Resolution Under Thermodynamic Control | Zendy

Clayden Jonathan | Zendy; Senior James | Zendy; Helliwell Madeleine | Zendy

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Atropisomerism at CS Bonds: Asymmetric Synthesis of Diaryl Sulfones by Dynamic Resolution Under Thermodynamic Control

Author(s) -

Clayden Jonathan,

Senior James,

Helliwell Madeleine

Publication year - 2009

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200901718

Subject(s) - atropisomer , enantiomer , substituent , chemistry , sulfone , preference , resolution (logic) , stereochemistry , computer science , combinatorial chemistry , organic chemistry , mathematics , artificial intelligence , statistics

A powerful conformational preference exhibited by a diaryl sulfone axis lying ortho to a sulfinyl substituent enabled the dynamic resolution of atropisomeric diaryl sulfones under thermodynamic control (see scheme; e.r.=enantiomeric ratio). These compounds are the first resolvable compounds exhibiting atropisomerism at CS bonds.

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