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Synfacts 2010(10): 1158-1158  
DOI: 10.1055/s-0030-1258695
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Preparation of Chiral Building Blocks via Enantioselective Henry Reaction

Contributor(s): Hisashi Yamamoto, Dmitry L. Usanov
G. Blay*, V. Hernández-Olmos, J. R. Pedro*
Universitat de València, Burjassot, Spain
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Publication History

Publication Date:
22 September 2010 (online)

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Significance

In this paper the authors describe the preparation of a family of chiral building blocks via enantioselective Henry reaction of aldehydes with 4-nitrobutyrate. The copper complex of ligand 1 furnished a number of products with up to 99% yields, dr up to 85:15 and 49-96% ee. Those adducts were then converted into γ-lactams, δ-lactones and 5-hydroxy-5-phenyllevulinic acid methyl ester.