Stereoselective nucleophilic additions to the carbon-nitrogen double bond. 3. Chiral acyliminium ions

RP Polniaszek, SE Belmont…

Index: Polniaszek, Richard P.; Belmont, Stephen E.; Alvarez, Ramon Journal of Organic Chemistry, 1990 , vol. 55, # 1 p. 215 - 223

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Citation Number: 91

Abstract

216 J. Org. Chem., Vol. 55, No. 1, 1990 an effective method in the total syntheses of many diverse alkaloids. 2 In contrast, the utilization of bimolecular nucleophilic addition reactions to acyliminium ions in alkaloid synthesis has received much less attenti~ n.~ In order to define the stereochemical scope and limitations inherent in such bimolecular addition reactions and to obtain information regarding the transition-state structure of such ...