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Synfacts 2010(5): 0562-0562  
DOI: 10.1055/s-0029-1219702
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Rhodium-Catalyzed [5+2] Cycloaddition-Nazarov Cyclization Strategy

Contributor(s): Mark Lautens, David A. Candito
P. A. Wender*, R. T. Stemmler, L. E. Sirois
Stanford University, USA
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Publication History

Publication Date:
22 April 2010 (online)

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Significance

Building up previous work in the area of metal-catalyzed cycloadditions of vinyl ­cyclopropanes (P. A. Wender et al. Org. Lett. 2000, 2, 1609), the authors report a rhodium-­catalyzed [5+2] cycloaddition-Nazarov cyclization strategy for the formation of bicyclo[5.3.0]decane cores. The bicyclic structure is prominent in many natural products with interesting biological activities.