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Paper | Special issue | Vol 77, No. 2, 2009, pp.1269-1283
Published online: 11th November, 2008
DOI: 10.3987/COM-08-S(F)113
Rhodium-Catalyzed Conjugate Addition of Sb-Aryl-1,5-azastibocines to α,β-Unsaturated Carbonyl Compounds

Naoki Kakusawa, Shuji Yasuike, and Jyoji Kurita*

*Faculty of Pharmaceutical Sciences, Hokuriku University, 3-Ho, Kanagawa machi, Kanazawa 920-1181, Japan

Abstract

Rhodium-catalyzed conjugate addition of Sb-aryl-1,5-azastibocines to α,β-unsaturated carbonyl compounds is describedThe rhodium-catalyzed reaction was carried out in aqueous N-methy-2-pyrrolidinone (NMP) to give 1,4-conjugate adduct exclusively, while the palladium catalyzed reaction gave only Heck-type adduct. The 1,4-addition of various aryl groups such as substituted benzenes and thiophenes was achieved with various enones and enoate.

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