Stereoselective substituent effects on conrotatory electrocyclic reactions of cyclobutenes

W Kirmse, NG Rondan, KN Houk

Index: Kirmse, Wolfgang; Rondan, Nelson G.; Houk, K. N. Journal of the American Chemical Society, 1984 , vol. 106, # 25 p. 7989 - 7991

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Citation Number: 202

Abstract

Table I shows the activation parameters found for the thermolysis of cyclobutene and substituted cyclobutenes, including 1 1 new examples. Thermolysis of the labile 3- ethoxycyclobutene was carried out at 30-50 OC, and the reaction was followed by UV in hexane or by NMR in CC14 solution. All other data are for gas-phase reactions, which were followed by GC analysis. As shown in Table I, substitution mainly influences the activation ...