Enantioselective aldol reaction between isatins and cyclohexanone catalyzed by amino acid sulphonamides
1College of Chemistry and Chemical Engineering, Central South University, Changsha, P.R. China.
Abstract:
Sulphonamides derived from primary α-amino acid were successfully applied to catalyze the aldol reaction between isatin and cyclohexanone under neat conditions. More interestingly, molecular sieves, as privileged additives, were found to play a vital role in achieving high enantioselectivity. Consequently, high yields (up to 99%) along with good enantioselectivities (up to 92% ee) and diastereoselectivities (up to 95:5 dr) were obtained. In addition, this reaction was also conveniently scaled up, demonstrating the applicability of this protocol.
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