海洋天然物Pseudodistomin A及びBの合成研究　　

抄録

Pseudodistomin A and B, isolated from the Okinawan tunicate Pseudodistoma kanoko, are isomeric piperidine alkaloids and shown to possess in vitro antitumor activity against L1210 and L5178 leukemia cells and to inhibit calmodulin-activated brain phosphodiesterase. We previously reported a formal synthesis of Pseudodistomin C utilizing an intramolecular transamidation with a catalytic hydrogenation. Encouraged by the result, we planned to synthesize Pseudodistomin A and B via a (3S,4R,6R)-3-amino-4-hydroxy-6-hydroxypropylpiperidine derivative as a common key intermediate. Here, we describe synthetic study of above described compound by using the intramolecular transamidation of 5-azidomethyl-4-hydroxypyrrolidin-2-one derivative and trans-selective allylation of N-acyliminium ion.

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