Photooxygenation of 3, 3??dialkylsubstituted allyl alcohols. Occurrence of syn preference in the ene addition of 1O2 at E/Z??isomeric allyl alcohols

KH Schulte??Elte, BL Muller…

Index: Schulte-Elte,K.H. et al. Helvetica Chimica Acta, 1979 , vol. 62, p. 816 - 829

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Citation Number: 20

Abstract

Abstract Dye-sensitized photooxygenation (1 O 2-reaction) of the symmetrically 3, 3-dialkyl- substituted allyl alcohols 1–6 (A, Table 1) and the E-and Z-isomers of the 3-methyl-3- alkylsubstituted allyl alcohols 7–11 (A 1, Table 2) has been studied. The α, β- epoxyaldehydes B and B 1 and the β-hydroperoxy-homoallyl alcohols C, C 1 and D 1 were practically the sole oxygenation products formed. The rate and selectivity of the 1 O 2 ...