Helvetica chimica acta

Total Synthesis of the Spermidine Alkaloid 13??Hydroxyisocyclocelabenzine

Y Li, A Linden, M Hesse

文献索引：Li, Yi; Linden, Anthony; Hesse, Manfred Helvetica Chimica Acta, 2003 , vol. 86, # 3 p. 579 - 591

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被引用次数: 8

摘要

Abstract A convergent total synthesis of 13-hydroxyisocyclocelabenzine was developed.(3S)- Methyl 3-amino-3-phenylpropanoate (4) was used as the chiral building block. The 3, 4- dihydro-4-hydroxyisoquinolin-1 (2H)-one derivative (5), the key fragment for the total synthesis, was prepared by a novel base-catalyzed lactone-lactam ring enlargement (Scheme 3). The resulting target C (13) epimers 3a/3b from macrocyclization (Scheme 4) ...