Total synthesis of 14,21-diepi-squamocin-K

Please use this identifier to cite or link to this item: https://ir.lib.ncu.edu.tw/handle/987654321/100611

Title:	Total synthesis of 14,21-diepi-squamocin-K
Authors:	侯敦仁;Liu, Chun-Wei;Yeh, Tze-Chiun;Chen, Chia-Hsiu;Yu, Chia-Chun;Chen, Cheng-Sheng;Hou, Duen-Ren;Guh, Jih-Hwa
Contributors:	理學院化學學系
Keywords:	acetogenins;Annonaceous acetogenin;Asymmetric synthesis;C2 Symmetry;chemical reactions;chemical structure;Cross metathesis;humans;methodology;prostatic neoplasms;Ring-closing metathesis
Date:	2013-04-08
Issue Date:	2026-04-21 14:08:40 (UTC+8)
Publisher:	Elsevier Ltd.;Elsevier Ltd
Abstract:	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
Appears in Collections:	[Department of Chemistry] journal & Dissertation

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