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Highly Enantioselective Conjugate Reduction of β,β-Disubstituted α,β-Unsaturated Nitriles

Daehyung Lee, Daesung Kim, Jaesook Yun*

*Department of Chemistry and Institute of Basic Science, Sungkyunkwan University, Suwon 440-746, Korea, Email: jaesookskku.edu

D. Lee, D. Kim, S. Yun, Angew. Chem. Int. Ed., 2006, 45, 2785-2787.

DOI: 10.1002/anie.200600184 (free Supporting Information)


Abstract

A highly enantioselective reduction of α,β-unsaturated nitriles can be conducted by using a Cu(OAc)2/josiphos complex as the catalyst under hydrosilylation conditions. The reaction provides access to valuable β-aryl-substituted chiral nitriles in good yields and with excellent enantioselectivities.

see article for more examples



Copper-Catalyzed Asymmetric Reduction of 3,3-Diarylacrylonitriles

D. Lee, Y. Yang, J. Yun, Org. Lett., 2007, 9, 2749-2751.


Key Words

Reduction of α,β-unsaturated compounds, PMHS, CuH


ID: J06-Y2006-1040