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. 2004 May 12;126(18):5686-7.
doi: 10.1021/ja0486418.

Enantioselective allylation of ketone-derived benzoylhydrazones: practical synthesis of tertiary carbinamines

Richard Berger  1 , Keiko Duff, James L Leighton
Affiliations

Enantioselective allylation of ketone-derived benzoylhydrazones: practical synthesis of tertiary carbinamines

Richard Berger et al. J Am Chem Soc. .

Abstract

A highly practical method for the enantioselective allylation of ketone-derived benzoylhydrazones has been developed. The previously reported strained silacycle reagent 1 reacts with a wide variety of benzoylhydrazones to give the hydrazide products with good to excellent enantioselectivity (84-97% ee). A mechanism in which the acylhydrazone becomes caovalently attached to the silane has been established.

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