Synthetic Study of Siccanin, an Antifungal Antibiotic. III. Some Diels-Alder Adducts of 2-Methoxy-5-methoxycarbonylbenzoquinone

作者：Sadao Oida, Yoshihiko Ohashi, Eiji Ohki · 发表于：Chemical and Pharmaceutical Bulletin · 年份：1973 · DOI：10.1248/cpb.21.528 · 被引用次数：10 · 研究领域：Bioactive Compounds and Antitumor Agents、Synthetic Organic Chemistry Methods、Sesquiterpenes and Asteraceae Studies

The Diels-Alder reaction of 2-methoxy-5-methoxycarbonylbenzoquinone (6) with various 1-substituted isoprenes (5a-d) was studied and the 8β-substituted cis-tetrahydronapthoquinone-8αα-carboxylates (19a-d) were obtained and characterized. Some of the latter compounds are important intermediates for synthesis of the A and B rings of siccanin (3), an antifungal antibiotic.