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Total synthesis of (+)-cyclomyltaylan-5α-ol isolated from the taiwanese liverwort Reboulia hemisphaerica

✍ Scribed by Hitoshi Sakai; Hisahiro Hagiwara; Yoshiaki Ito; Takashi Hoshi; Toshio Suzuki; Masayoshi Ando

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 226 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)00338-x

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✦ Synopsis

The novel tetracyclic sesquiterpenoid (+)-cyclomyltaylan-5o~ol 1 has been synthesized starting from (S)-(+)-Hajos-Wiechert ketone analogue 3 via SmI2-promoted reductive cyclization as a key step. Thus, the absolute configuration has been established to be 2R,3R, 4R,5S,6R,7R (cyclomyltaylane numbering) as depicted in structure 1.

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