Tetrahedron

A synthesis of (−)-ebelactones A and B

JP Cooksey, R Ford, PJ Kocieński, B Pelotier, JM Pons

文献索引：Cooksey, John P.; Ford, Rhonan; Kocienski, Philip J.; Pelotier, Beatrice; Pons, Jean-Marc Tetrahedron, 2010 , vol. 66, # 33 p. 6462 - 6467

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被引用次数: 6

摘要

The first synthesis of (−)-ebelactone A and (−)-ebelactone B by Paterson and Hulme used three boron-mediated aldol reactions to create six of the seven stereogenic centres and an Ireland–Claisen rearrangement to create the trisubstituted alkene. 14 and 15 A noteworthy feature of this synthesis is the preservation of the ketone function at C9 with its two flanking stereogenic centres throughout the synthesis without recourse to protection. A synthesis of (−)- ...