Synfacts 2008(7): 0723-0723  
DOI: 10.1055/s-2008-1078462
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Nickel-Catalyzed Stereoselective Cyclo­-isomerization of 1,6-Dienes

Contributor(s): Mark Lautens, Praew Thansandote
C. Böing, J. Hahne, G. Franciò, W. Leitner*
RWTH Aachen and Max-Planck-Institut für Kohlenforschung, Mülheim an der Ruhr, Germany
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Publikationsverlauf

Publikationsdatum:
20. Juni 2008 (online)

Significance

A highly enantioselective cyclo­isomerization of symmetrical and unsymmetrical 1,6-dienes has been developed using a nickel catalyst and a chiral azaphospholene ligand. The products are substituted cyclopentenes and pyrrolidines. Two one-pot domino reactions have also been developed to show diastereoselective transformations of the cycloisomerization products.