Tetrahedron

Total syntheses of the sesquiterpenoids (+)-trans-dracunculifoliol and (+)-4-hydroxyoppositan-7-one

RM Oballa, R Carson, S Lait, JA Cadieux, J Robichaud

文献索引：Oballa, Renata M.; Carson, Rebekah; Lait, Susan; Cadieux, Jay A.; Robichaud, Joel Tetrahedron, 2005 , vol. 61, # 11 p. 2761 - 2766

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被引用次数: 4

摘要

Sesquiterpenoids (+)-trans-dracuncuflifoliol () and (+)-4-hydroxyoppositan-7-one () were prepared stereoselectively from enantiomerically pure (7aR)-7a-methyl-1, 2, 5, 6, 7, 7a- hexahydro-4H-inden-4-one (), whose synthesis was described herein. Conjugate addition of the organocopper (I) reagent to, followed by epimerization of the ring junction, generated 3 of the 4 contiguous chiral centers of both natural products.