Solid‐State Structure and Enantioselective Reactions of a Complex of a 1‐Thio‐Substituted Propargyllithium and (−)‐Sparteine | Zendy

Otte Ralf | Zendy; Fröhlich Roland | Zendy; Wibbeling Birgit | Zendy; Hoppe Dieter | Zendy

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Solid‐State Structure and Enantioselective Reactions of a Complex of a 1‐Thio‐Substituted Propargyllithium and (−)‐Sparteine

Author(s) -

Otte Ralf,

Fröhlich Roland,

Wibbeling Birgit,

Hoppe Dieter

Publication year - 2005

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.200501142

Subject(s) - sparteine , enantioselective synthesis , thio , thiocarbamate , lithium (medication) , chemistry , solid state , stereochemistry , computer science , combinatorial chemistry , organic chemistry , catalysis , psychology , psychiatry

A useful transformation in enantioselective synthesis: (−)‐Sparteine‐assisted lithiation of the propargylic 1‐thiocarbamate 1 ( Cb =CON i Pr 2 ) forms the enantiomerically and diastereomerically pure lithium (−)‐sparteine complex 2 . Its solid‐state structure and application in the asymmetric synthesis of highly enantioenriched 1‐thioallenes 3 were investigated.

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