Chemistry–A European Journal

Cyclopropane??Annelated Azaoligoheterocycles by Ti??Mediated Intramolecular Reductive Cyclopropanation of Cyclic Amino Acid Amides

M Gensini, A de Meijere

Index: Gensini, Martina; De Meijere, Armin Chemistry - A European Journal, 2004 , vol. 10, # 3 p. 785 - 790

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Citation Number: 28

Abstract

Abstract Starting from pyrrole-and indole-2-carboxylic acids 5 a and 5 b, the tri-and tetracyclic N, N-dibenzylcyclopropylamines 7 a and 7 b have been synthesized in 52 and 33% overall yield, respectively. The synthesis of the enantiopure tetracyclic diamine 10 has been achieved applying the established set of reactions to N-tert-butoxycarbonylindoline-2- carboxylic acid (8) in 46% overall yield. The amide 15 could not be prepared in the same ...