SYNTHETIC STUDIES TOWARD VERRUCAROL .2. SYNTHESIS OF THE AB RING-SYSTEM
SYNTHETIC STUDIES TOWARD VERRUCAROL .2. SYNTHESIS OF THE AB RING-SYSTEM
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DOI：
10.1021/jo01312a004
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发表时间：
1980-01-01
影响因子：
3.6
通讯作者：
ROTH, B
中科院分区：
文献类型：
--
作者：
KRAUS, GA;ROTH, B
本文介绍了一条通往verrucarol AB环体系的路线。成功的方案涉及通过三乙酸硼催化的Diels-Alder反应形成A环。第2个环可以通过分子内Knoevenagel反应附加，得到内酯12 b。该内酯可通过还原内酯和腈，然后氧化和Curtius降解转化为所需的酮醇3b。
A route to the AB ring system of verrucarol is described. The successful scheme involved the formation of the A ring by a boron triacetate catalyzed Diels-Alder reaction. The 2nd ring can be appended by an intramolecular Knoevenagel reaction to afford lactone 12b. This lactone could be converted into the desired keto alcohol 3b by reduction of the lactone and nitrile followed by an oxidation and Curtius degradation.