A detailed investigation of the aza-Prins reaction

…, RJ Parker, J Skidmore, RA Stephenson…

Index: Dobbs, Adrian P.; Guesne, Sebastien J. J.; Parker, Robert J.; Skidmore, John; Stephenson, Richard A.; Hursthouse, Mike B. Organic and Biomolecular Chemistry, 2010 , vol. 8, # 5 p. 1064 - 1080

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Citation Number: 33

Abstract

The development of a Lewis acid-promoted aza-Prins reaction to form piperidines and pyrrolidines is described. Indium trichloride has been found to be a highly successful and mild Lewis acid for promoting this reaction. A thorough mechanistic investigation is described, including the factors that influence the formation of the 5-or 6-membered ring product (s).

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