Tetrahedron

The synthesis of mono-and dihydroxy aromadendrane sesquiterpenes, starting from natural (+)-aromadendrene-III

…, JBPA Wijnberg, GA Stork, A de Groot, MA de Waard…

文献索引：Gijsen, Harrie J. M.; Wijnberg, Joannes B. P. A.; Stork, Gerrit A.; De Groot, Aede; De Waard, Maarten A.; Van Nistelrooy, Johannes G. M. Tetrahedron, 1992 , vol. 48, # 12 p. 2465 - 2476

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被引用次数: 58

摘要

The monoalcohols (−)-globulol (2),(−)-epiglobulol (3),(−)-ledol (4), and (+)-viridiflorol (5) were synthesized from (+)-aromadendrene (1). The cis-fused alloaromandedrone (14), the key intermediate used in the synthesis of 4 and 5, was obtained from the trans-fused apoaromadendrone (13) via a selective protonation of the thermodynamic enol trimethylsilylether 15. After hydroxylation of the tertiary C11 of 13 with RuO4,(+)- ...