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Cu(I)/Chiral Bisoxazoline‐Catalyzed Enantioselective Doyle‐Kirmse Reaction of Allenyl Sulfides with α‐Diazoesters.

Authors :
Wang, Kang
Li, Shu‐Sen
Wang, Jianbo
Source :
Chemistry - A European Journal. 4/12/2022, Vol. 28 Issue 21, p1-7. 7p.
Publication Year :
2022

Abstract

Herein, a Cu(I)‐catalyzed enantioselective Doyle‐Kirmse reaction of allenyl sulfides and α‐diazoesters is reported, which provides an efficient synthetic route to enantio‐enriched chiral tertiary homopropargylic sulfides. This reaction features high enantioselectivities (up to 96 % ee) and good functional group tolerance. The alkyl substituted α‐diazoester has also been demonstrated as the efficient substrates in the asymmetric Doyle‐Kirmse reaction. Mechanistic studies, including kinetic experiments, were conducted to gain insights into the details of the reaction pathway. The potential synthetic utility of this protocol has also been demonstrated. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
09476539
Volume :
28
Issue :
21
Database :
Academic Search Index
Journal :
Chemistry - A European Journal
Publication Type :
Academic Journal
Accession number :
156278111
Full Text :
https://doi.org/10.1002/chem.202200170