Abstract

A highly efficient aza-Morita-Baylis-Hillman reaction (aza-MBH reaction) of N-tosyl salicylaldehyde imines with alpha,beta-unsaturated ketones has been achieved by using beta-isocupreidine (beta-) as the catalyst (10 mol%) to give the corresponding adducts in good to high yields (90%-quant.) and excellent ee's (up to 99% ee), with adducts showing the opposite absolute configuration to that of those obtained in the similar aza-MBH reaction of N-tosyl aldimines with alpha,beta-unsaturated ketones.

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