An enantioselective chiral Brønsted acid catalyzed imino-azaenamine reaction.

Org Lett

Degussa Endowed Professorship, Institute of Chemistry and Chemical Biology, Johann-Wolfgang Goethe University Frankfurt am Main, Max-von-Laue Strasse 7, D-60438 Frankfurt, Germany.

Published: March 2007

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Article Abstract

The enantioselective Brønsted acid catalyzed addition of methyleneaminopyrrolidine to N-Boc imines has been achieved in the presence of chiral phosphoric acids derived from 3,3'-di(phenanthryl)-H8-BINOL. The corresponding aminohydrazones have been isolated in good yields with enantiomeric excesses up to 90%. [reaction: see text]

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http://dx.doi.org/10.1021/ol063112pDOI Listing

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