内酯导向的分子内狄尔斯-阿尔德环化反应：反式二氢松柏醇的合成。
Lactone-directed intramolecular Diels-Alder cyclization: synthesis of trans-dihydroconfertifolin.
作者信息
Taber Douglass F, Nakajima Katsumasa, Xu Ming, Rheingold Arnold L
机构信息
Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, USA.
出版信息
J Org Chem. 2002 Jun 28;67(13):4501-4. doi: 10.1021/jo020161g.
PMID:12076148
Abstract
Trienes 1 and 3 were obtained in five steps from ethyl 4-acetoxy-3-oxobutanoate and 6-iodo-3-methyl-1,3-hexadiene. Intramolecular Diels-Alder cyclization of 1 and 3 gave tricyclic lactones 2 and 4 as the major products, respectively. The key intermediate 4 was converted in two steps to trans-dihydroconfertifolin (5).
摘要
三烯1和3由4-乙酰氧基-3-氧代丁酸乙酯和6-碘-3-甲基-1,3-己二烯经五步反应制得。1和3的分子内狄尔斯-阿尔德环化反应分别以三环内酯2和4作为主要产物。关键中间体4经两步反应转化为反式二氢松柏醇内酯（5）。
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