Enantioselective Entry to the Homalium Alkaloid Hoprominol: Synthesis of an (R, R, R)??Hoprominol Derivative

C Ensch, M Hesse

Index: Ensch, Corinne; Hesse, Manfred Helvetica Chimica Acta, 2003 , vol. 86, # 1 p. 233 - 246

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Citation Number: 13

Abstract

Abstract The diastereoselective synthesis of the N-and O-protected hoprominol derivative (R, R, R)-6 is described. The building up of the bicyclic O-silylated and di (N-tosylated) asymmetric scaffold 6 succeeded by convergent preparation of the two basic chiral azalactam units 7a and 7b and their subsequent iterative linking by a known method (Scheme 5). Both 4-alkyl-hexahydro-1, 5-diazocin-2 (1H)-ones 7a and 7b were prepared ...