Tetrahedron

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

JM Takacs, PW Newsome, C Kuehn, F Takusagawa

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

Full Text: HTML

Citation Number: 34

Abstract

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 ...

Related Articles:

New Strategies in Carbonylation Chemistry: The Synthesis of δ-Lactones from Saturated Alcohols and CO

[Tsunoi, Shinji; Ryu, Ilhyong; Okuda, Tohru; Tanaka, Minoru; Komatsu, Mitsuo; Sonoda, Noboru Journal of the American Chemical Society, 1998 , vol. 120, # 34 p. 8692 - 8701]

Highly enantioselective intermolecular Cu (I)-catalyzed cyclopropanation of cyclic enol ethers. Asymmetric total synthesis of (+)-Quebrachamine

[Temme, Oliver; Taj, Shabbir-Ali; Andersson, Pher G. Journal of Organic Chemistry, 1998 , vol. 63, # 17 p. 6007 - 6015]

More Articles...