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Crossed intermolecular [2+2] cycloadditions of acyclic enones via visible light photocatalysis.

ABSTRACT: Efficient [2+2] heterodimerizations of dissimilar acyclic enones can be accomplished upon visible light irradiation in the presence of a ruthenium(II) photocatalyst. Similar cycloadditions under standard UV photolysis conditions are inefficient and unselective. Nevertheless, a diverse range of unsymmetrical tri- and tetrasubstituted cyclobutane structures can be produced in good yields and excellent diastereoselectivities using this new method. The reaction is promoted by any visible light source, and efficient, gram-scale cycloadditions can be conducted upon irradiating with ambient sunlight.

SUBMITTER: Du J

PROVIDER: S-EPMC2761970 | biostudies-literature | 2009 Oct

REPOSITORIES: biostudies-literature

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Crossed intermolecular [2+2] cycloadditions of acyclic enones via visible light photocatalysis.

Du Juana J Yoon Tehshik P TP

Journal of the American Chemical Society 20091001 41

Efficient [2+2] heterodimerizations of dissimilar acyclic enones can be accomplished upon visible light irradiation in the presence of a ruthenium(II) photocatalyst. Similar cycloadditions under standard UV photolysis conditions are inefficient and unselective. Nevertheless, a diverse range of unsymmetrical tri- and tetrasubstituted cyclobutane structures can be produced in good yields and excellent diastereoselectivities using this new method. The reaction is promoted by any visible light sourc ...[more]

PMID: 19473018

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