Title: Intramolecular ortho and meta photocycloadditions of 3-alkyl-4-phenoxybut-1-enes
Authors: Van der Eycken, Erik ×
Dekeukeleire, D
Debruyn, A #
Issue Date: Jan-1995
Publisher: Pergamon-elsevier science ltd
Series Title: Tetrahedron letters vol:36 issue:20 pages:3573-3576
Abstract: Upon irradiation of 3-alkyl-4-phenoxybut-1-enes 1a-d at 254 nm in cyclohexane, ortho and meta photocycloadditions occur. The ortho photocycloadducts rearrange readily, while the meta photocycloaddition involves the 2',6'-positions of the arene as directed by the alkoxy group. In each case only a single meta photocycloadduct with an endo alkyl group is formed resulting in six contiguous stereocentres. A 3-alkyl group does not influence significantly the mode selectivity.
ISSN: 0040-4039
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Molecular Design and Synthesis
× corresponding author
# (joint) last author

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