摘要: A new method to prepare annonaceous acetogenins is described in the synthesis of the 14,21-diepimer (14) of squamocin-K. The synthesis utilized the controlled sequence of ring-closing metathesis (RCM) and cross metathesis (CM) reactions to incorporate the stereocenters and skeleton from (3R,4R)-1,5-hexadiene-3,4-diol and 10-chloro-1-decene. The lactone moiety was attached through nucleophilic substitution and achieved the desymmetrization. Inhibitory activities of 14 against human hormone-refractory prostate cancer cell line (PC-3) were also evaluated. [Display omitted] 出版者: Elsevier Ltd 出版日期: 2013-04-08 出處: Tetrahedron, 2013-04, Vol.69 (14), p.2971-2976 版權: 2013 Elsevier Ltd 識別號: ISSN: 0040-4020 識別號: EISSN: 1464-5416 識別號: DOI: 10.1016/j.tet.2013.02.015