Photochemistry of 2,4-Cyclooctadienone. II In Neutral and Acidic Methanol

Abstract
Irradiation of 2,4-cyclooctadienone (1) in neutral dry methanol resulted in the formation of 3-methoxy-4-cyclooctenone (18%) and two head-to-head 2 + 2 dimers (combined yield 64%). A similar irradiation in acidic methanol (0.001 N HCl) caused a dramatic change in the products formed. A new compound, the dimethyl ketal of trans, cis-2,4-cyclooctadienone was formed in 67% yield along with the two dimers (

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