Helvetica Chimica Acta

Regiochemical Trends in Intramolecular [2+ 2] Photocycloadditions of 6??(prop??2??enyl) cyclohex??2??enones and 5??(prop??2??enyl) cyclopent??2??enones

G Cruciani, P Margaretha

Index: Cruciani, Giuliano; Margaretha, Paul Helvetica Chimica Acta, 1990 , vol. 73, p. 288 - 297

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Citation Number: 8

Abstract

Abstract The effect of substituents (X [DOUBLE BOND] H, Me, or F at C (6), R [DOUBLE BOND] H or Me at C (2′) of the allyl side chain) on the photoisomerization (λ= 350 nm) of 6- allylcyclohex-2-enones 1 in MeCN is studied. Substituents X control the overall efficiency of intramolecular [2+ 2] photocycloadduct formation (Φ: Me> F> H) but do not exercise an influence on the orientation of addition of the exocyclic double bond to the enone C [ ...