Synfacts 2007(5): 0532-0532  
DOI: 10.1055/s-2007-968427
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Arylboron Addition-Cyclization of Cyano-Substituted Unsaturated Esters

Contributor(s): Paul Knochel, Andrei Gavryushin
T. Miura, T. Harumashi, M. Murakami*
Kyoto University, Japan
Further Information

Publication History

Publication Date:
24 April 2007 (online)

Significance

The article describes an interesting cascade-type cyclization reaction that gives rise to useful carbocyclic enamines. This method allows the construction of new annelated five- and six-membered cycles as well as the formation of cyclic enamines from acyclic α,β-unsaturated esters. The products can be transformed into various carbo- and heterocyclic compounds. The use of chiral ligands for rhodium catalysis derives a highly enantioselective process.