Copper (I) catalysis of olefin photoreactions. 9. Photobicyclization of. alpha.-,. beta.-, and. gamma.-alkenylallyl alcohols

RG Salomon, DJ Coughlin, S Ghosh…

Index: Salomon; Coughlin; Ghosh; Zagorski Journal of the American Chemical Society, 1982 , vol. 104, # 4 p. 998 - 1007

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Citation Number: 59

Abstract

Abstract: Cyclobutylcarbinyl alcohols of the bicyclo [3.2. 0] heptane ring system are produced by UV irradiation of a-, 0-, and y-alkenylallyl alcohols in the presence of copper (1) trifluoromethanesulfonate (CuOTf). endo-2-Hydroxy epimers of bicyclo [3.2. 0] heptan-2-oIs are generated stereoselectively. This result as well as the effect of CuOTf on the'H NMR spectrum of 4, 4-dimethyl-1, 6-heptadien-3-01 suggests that coordination of two C= C ...