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Tetrahedron

Catalytic iron-mediated ene carbocyclizations: formal [4+ 4]-ene reactions of triene esters

JM Takacs, PW Newsome, C Kuehn, F Takusagawa

文献索引:Takacs, James M.; Newsome, Peter W.; Kuehn, Cynthia; Takusagawa, Fusao Tetrahedron, 1990 , vol. 46, # 16 p. 5507 - 5522

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被引用次数: 34

摘要

2-Substituted-2, 7, 9-decatrienoates undergo an iron-catalyzed carbocyclization to yield trans-disubstituted cyclopentanes in moderate-to-good chemical yields. The cyclization products are formally the result of a [4+ 4]-ene reaction in which cis-propenyl and 2-acroyl functionalities are introduced as appendages to the newly formed cyclopentane ring by the cyclization. Triene ester substrates bearing an alkyl substituent at the 4-or 6-positions ...