Synfacts 2008(6): 0614-0614  
DOI: 10.1055/s-2008-1072629
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Rhodium-Catalyzed [2+2+2] Cycloaddition of Carbodiimides

Contributor(s): Hisashi Yamamoto, Joshua P. Abell
R. T. Yu, T. Rovis*
Colorado State University, Fort Collins, USA
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Publikationsverlauf

Publikationsdatum:
21. Mai 2008 (online)

Significance

The authors are the first to demonstrate the enantioselective [2+2+2] cycloaddition utilizing carbodiimides to give complex bicyclic systems. Previously reported by this group was a similar reaction employing isocyanates to give the derivatives of 2 (see scheme summary) as the major compound. The introduction of the bulky imido moiety allowed the synthesis of 1 as the major product.