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A new copper acetate-bis(oxazoline)-catalyzed, enantioselective Henry reaction.

David A DA Evans, Daniel D Seidel, Magnus M Rueping, Hon Wai HW Lam, Jared T JT Shaw, and C Wade CW Downey

J Am Chem Soc 125(42):12692-3 (2003) PMID 14558801

A highly enantioselective, nitroaldol reaction catalyzed by a chiral Cu(II) bis(oxazoline) complex has been developed. The reaction scope includes both aromatic and aliphatic aldehydes (15 examples) affording products in good yields and enantioselectivities (87-94% ee). An X-ray structure of the catalyst has been provided along with a rationalization of the sense of asymmetric induction.

DOI: 10.1021/ja0373871
Version: za2963e q8zac q8zb9 q8zcd q8zdc q8ze6 q8zf0 q8zg8

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