Tetrahedron

Synthesis of the B-ring of FR182877. Investigation of the reactions of 6-fumaryl 1, 3, 8-nonatrienes

PA Clarke, RL Davie, S Peace

文献索引：Clarke, Paul A.; Davie, Rebecca L.; Peace, Simon Tetrahedron, 2005 , vol. 61, # 9 p. 2335 - 2351

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被引用次数: 24

摘要

Investigation of the intramolecular Diels–Alder reactions of 6-fumaryl 1, 3, 8-nonatrienes, substituted at the C5 by a vinyl group, to afford the B-ring of FR182877 are reported. The synthesis of the required 1, 3, 8-nonatriene was achieved quickly and in high yield. 6- Fumaryl 1, 3, 8-nonatrienes substituted at the C5 by a vinyl group were found to undergo competing tandem sigmatropic rearrangement/Diels–Alder cyclisation when heated under ...