Tetrahedron letters

Dye-sensitized intrazeolite photooxygenation of 4-substituted cyclohexenes. Remote substituent effects in regioselectivity and diastereoselectivity

M Stratakis, N Sofikiti, C Baskakis, C Raptis

Index: Stratakis, Manolis; Sofikiti, Nikoletta; Baskakis, Constantinos; Raptis, Christos Tetrahedron Letters, 2004 , vol. 45, # 28 p. 5433 - 5436

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Citation Number: 11

Abstract

The product distribution in the dye-sensitized photooxygenation of α-terpinyl acetate and terpinen-4-ol is quite similar in solution, however, by zeolite Y confinement, is substantially influenced by the position of the remote polar substituents relative to the reacting double bond. The intrazeolite results were rationalized in terms of Na+-substrate and Na+-singlet oxygen interactions.