Helvetica chimica acta

Asymmetric Synthesis of the Alkaloids mayfoline and N (1)??acetyl??N (1)??deoxymayfoline

P Kuehne, A Linden, M Hesse

Index: Kuehne, Paul; Linden, Anthony; Hesse, Manfred Helvetica Chimica Acta, 1996 , vol. 79, # 4 p. 1085 - 1094

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Citation Number: 21

Abstract

Abstract The total syntheses of the spermidine alkaloids (−)-mayfoline (11) and (+)-N (1)- acetyl-N (1)-deoxymayfoline (12) are described. These macrocyclic lactams belong to the most interesting conjugates of the polyamine derivatives very commonly found in nature. The enantioselective syntheses were achieved through resolution of the methyl 3-amino-3- phenylpropanoate (2) by recrystallization of its (+)-L-tartrate salt. Construction of the 13- ...