Synfacts 2008(4): 0394-0394  
DOI: 10.1055/s-2008-1042875
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Platinum-Catalyzed Intramolecular Cycloaddition

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
B. Trillo, F. López*, M. Gulías, L. Castedo, J. L. Mascareñas*
Unversidad de Santiago de Compostela, Spain
Further Information

Publication History

Publication Date:
19 March 2008 (online)

Significance

This paper demonstrates the first use of allenes and dienes as three-carbon component in a [4+3] cycloaddition, while providing an efficient route to substituted fused bicyclic cycloheptanes. This methodology provides complete diastereoselectivity while maintaining complete ­regioselectivity. exo-Like or extended transition states explained the stereochemical outcome of the reaction.