The Journal of Organic Chemistry

A stereocontrolled synthesis of dl-biflora-4, 10 (19), 15-triene

KA Parker, JG Farmar

文献索引：Parker, Kathlyn A.; Farmar, James G. Journal of Organic Chemistry, 1986 , vol. 51, # 21 p. 4023 - 4028

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被引用次数: 23

摘要

The stereoselective synthesis of dl-biflora-4, 10 (19), 15-triene (I), a bicyclic diterpene component of the defense secretion of termite soldiers (Cubitermes umbratus), makes use of the regioselective Ireland-Claisen rearrangement of the 2-enolates of esters of 2, 5- &ubstituted 1, 4dien-3-ols. The synthetic scheme links the dienol Ireland-Clasisen rearrangement with an intramolecular Diels-Alder closure; this strategy allows introduction ...