Diastereoselective Baylis-Hillman Reactions: The Design and Synthesis of a Novel Camphor-Based Chiral Auxiliary.
Reaction of chiral acryloylhydrazide 5 derived from novel auxiliary 4 with aldehydes in the presence of DABCO affords practical levels (up to 98% de) of beta-hydroxy-alpha-methylene carbonyl derivatives, and high optical purity of both diastereomers of 6a-d and 7a-d can be obtained by changing the solvent.
Yang
KS
Department of Chemistry, National Taiwan Normal University, 88 Sec. 4, TingChow Road, Taipei, Taiwan 116, ROC.
Chen
K