1,3-ジオキシン-4-オン類の合成と有機合成への応用 : 最近の進歩
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Several synthetic methods of 1,3-dioxin-4-one and its derivatives are described. These dioxinones undergo cycloreversion to formyl- or acylketenes, whose inter- or intramolecular trapping provides efficient routes to a variety of heterocyclic compounds. Use of 6-unsubstituted dioxinones in the so-called de Mayo reaction provides an efficient method for simultaneous introduction of acetic acid and formyl appendages at the vicinal position of alkanes. Chiral spirocyclic dioxinones readily available from l-menthone show remarkable diastereofacial selectivities in a variety of addition reactions, such as photo [2+2] additions, Diels-Alder reactions, and conjugated additions. Thus, use of spirocyclic dioxinones has provided enantioselective synthetic methods of Corey lactone derivatives, carbocyclic analogues of C-nucleoside, and 3-hydroxybutyric acid.
- 公益社団法人日本薬学会の論文
- 1988-09-25
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