Asymmetric synthesis of (+)-aspicilin

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题名:	Asymmetric synthesis of (+)-aspicilin
作者:	侯敦仁;Wang, Chun-Yi;Hou, Duen-Ren
贡献者:	理學院化學學系
关键词:	Aspicilin;Macrolide;Ring-closing metathesis
日期:	2012-03-01
上传时间:	2026-04-21 13:53:59 (UTC+8)
出版者:	Wiley-Blackwell;Weinheim: WILEY-VCH Verlag
摘要:	摘要： Aspicilin (1), an eighteen membered macrolide with four stereocenters, was synthesized using (3R,4R)‐1,5‐hexadiene‐3,4‐diol and (S)‐propylene oxide as the starting materials. Sharpless epoxidation on the protected dienediol generated the required three consecutive stereocenters, and malonic ester synthesis added the acetyl unit. Yamaguchi protocol was applied to form the key ester with two terminal olefins ready for the ring‐closing metathesis. RCM, hydrogenation, selenylation, oxidation and deprotections gave aspicilin with 4.7% total yield. Total synthesis of (+)‐aspicilin, an 18‐membered macrolide, was reported. 其他題名： Jnl Chinese Chemical Soc 出版者： Weinheim: WILEY-VCH Verlag 出版日期： 2012-03 出處： Journal of the Chinese Chemical Society (Taipei), 2012-03, Vol.59 (3), p.389-393 版權： Copyright © 2012 The Chemical Society Located in Taipei & Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim, Germany 識別號： ISSN: 0009-4536 識別號： EISSN: 2192-6549 識別號： DOI: 10.1002/jccs.201100587
显示于类别:	[化學學系] 期刊論文

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