Tetrahedron letters

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

H Sakai, H Hagiwara, Y Ito, T Hoshi, T Suzuki, M Ando

Index: Sakai, Hitoshi; Hagiwara, Hisahiro; Yoshiaki, Ito; Hoshi, Takashi; Suzuki, Toshio; Ando, Masayoshi Tetrahedron Letters, 1999 , vol. 40, # 15 p. 2965 - 2968

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Citation Number: 13

Abstract

The novel tetracyclic sesquiterpenoid (+)-cyclomyltaylan-5α-ol 1 has been synthesized starting from (S)-(+)-Hajos-Wiechert ketone analogue 3via 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.