岡山大学環境理工学部研究報告 ISSN 2187-6940
Published by Faculty of Environmental Science and Technology, Okayama University

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Asymmetric Diels-Alder Reaction of 5,5,5-Trichloro-3-penten-2-one and Its Related Compound

Nakatsu Shogo
Tsuboi, Sadao
Abstract
Diels-Alder reactions of 5,5,5-trichloro-3-penten-2-one and ethyl 4,4,4-trichloro-2-butenoate with cyclopentadiene in the presence of a chiral Lewis acid gave exo-2-acetyl-endo-3-trichloromethyl-bicyclo[2.2.1]hept-5-ene and exo-2-ethoxycarbonyl-endo-3-trichloromethylbicyclo[2.2.1]hept-5-ene with 40% and 7% e.e., respectively.
Keywords
asymmetric reaction
Diels-Alder reaction
asymmetric Diels-Alder reaction
chiral Lewis acid
trichloromethy group
ISSN
1341-9099
NCID
AN10529213