Tetrahedron

Stereoelectronic and solvent effects on the allylic oxyfunctionalization of alkenes with singlet oxygen

MN Alberti, M Orfanopoulos

Index: Alberti, Mariza N.; Orfanopoulos, Michael Tetrahedron, 2006 , vol. 62, # 46 p. 10660 - 10675

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Citation Number: 30

Abstract

The factors that control the stereochemistry of sensitized photooxygenation of alkenes via singlet oxygen (ene reaction) are selectively reported. We also introduce our most recent stereoelectronic effects on the singlet oxygen–ene reaction. The origin of site selectivity and solvent-dependent stereoselectivity in this classical ene reaction with simple as well as functionalized alkenes is highlighted. These studies and other similar studies have ...