The Journal of Organic Chemistry

Intramolecular photochemical cycloaddition reactions of 3-(1, 5-dimethylhex-4-enyl) cyclohex-2-enone: regio-and stereochemical aspects

TR Hoye, SJ Martin, DR Peck

Index: Hoye, Thomas R.; Martin, Steven J.; Peck, David R. Journal of Organic Chemistry, 1982 , vol. 47, # 2 p. 331 - 337

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Citation Number: 34

Abstract

Method B). The substrate (0.6 g, 2.33" 01) is reduced at-1.78* 0.08 V in the presence of lb (0.27 mL, 2.4 mmol): n= 2.21; crude product, 0.685 g. The first time, the chromatographic column is eluted with benzene; 13b (23%) and 14d (9%) are thus isolated. Then the column is eluted with diethyl ether, and 0.415 g of a mixture of four compounds is collected. In a second experiment, the column is eluted with 7030 diethyl ether-hexane, and 15d (20%), ...