Tetrahedron

Two syntheses of manoalide via heteroatom-assisted alkyne carbometallation

P Bury, G Hareau, P Kocieński, D Dhanak

文献索引：Bury, Paul; Hareau, Georges; Kocienski, Philip; Dhanak, Dashyant Tetrahedron, 1994 , vol. 50, # 29 p. 8793 - 8808

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被引用次数: 42

摘要

Two approaches to the sesterterpenoid phospholipase A2 inhibitors seco--manoalide (3) and manoalide (1) are described based on carbometallation of propargylic alcohols to generate the functionalised C6–C7 trisubstituted alkene. Both syntheses also deploy the photooxidation of a furan in order to generate a 4-substituted-5-hydroxy-2 (5H)-furanone moiety.