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Synfacts 2009(1): 0060-0060
DOI: 10.1055/s-0028-1087438
DOI: 10.1055/s-0028-1087438
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Diastereoselective Carbocyclization of Alkenylidenecyclopropanes
P. A. Evans*, P. A. Inglesby
The University of Liverpool, UK
Further Information
Publication History
Publication Date:
18 December 2008 (online)
Significance
The methodology described in this report provides the most straightforward approach to cis-fused bicycloheptadienes. The rhodium-catalyzed carbocyclization of alkenylidenecyclopropanes and activated alkynes proceeds in a highly regio- and diastereoselective fashion for a series of carbon- and heteroatom- tethered substrates 1. Significant features of this methodology include high levels of regio- and dia-stereoselectivity and the generation of a quaternary stereocenter.