Enantioselective allylation of ketone-derived benzoylhydrazones: practical synthesis of tertiary carbinamines.
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.
Berger
Richard
R
Department of Chemistry, Columbia University, New York, New York 10027, USA.
Duff
Keiko
K
Leighton
James L
JL