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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.