Synfacts 2006(5): 0480-0480  
DOI: 10.1055/s-2006-934430
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed Conjugate Addition of Dialkylzinc Reagents

Contributor(s): Hisashi Yamamoto, Matthew Boxer
M. Pineschi*, F. D. Moro, V. D. Bussolo, F. Macchia
Università di Pisa, Italy
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Publikationsverlauf

Publikationsdatum:
21. April 2006 (online)

Significance

While the conjugate addition reaction has been widely studied over many years, effective methods for the asymmetric addition of alkyl groups to acyclic α,β-unsaturated carbonyls are less common. Importantly, in this report both alkyl and aryl substitution at the β-position of the α,β-unsaturated N-acylpyrrolidinone gave good enantioselectivities. Both Et2Zn and i-Pr2Zn gave good results with the former outperforming the latter.