Tetrahedron

Synthesis of macrocyclic terpenoids by intramolecular carbonyl coupling: flexibilene and humulene

JE McMurry, JR Matz, KL Kees

文献索引：McMurry, John E.; Matz, James R.; Kees, Kenneth L. Tetrahedron, 1987 , vol. 43, # 23 p. 5489 - 5498

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被引用次数: 21

摘要

Total syntheses of two macrocyclic sesquiterpene hydrocarbons, humulene (1) and flexibilene (2) are discussed in detail. Both were prepared in high overall yield by titanium- induced cyclization of the appropriate keto aldehyde precursors (4 and 9, respectively), themselves obtained by coupling of the vinylic zirconium reagent 22 with pi-allylpalladiums 26 and 23.