Structural diversity through intramolecular cycloaddition and modulation of chemical reactivity in excited state. Synthesis and photoreactions of 3-oxa-tricyclo[5.2.2.0(1,5)]undecenones: novel stereoselective route to oxa-triquinanes and oxa-sterpuranes.
Synthesis of 11-methyl-3-oxa-tricyclo[5.2.2.0(1,5)]undecenones by intramolecular Diels-Alder reaction of highly labile spiroepoxycyclohexa-2,4-dienones and its photochemical reactions upon triplet (3T) and singlet (1S) excitation leading to a stereoselective route to oxa-triquinane and oxa-sterpurane, respectively, is described.
Singh
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V
Department of Chemistry, Indian Institute of Technology Bombay, Mumbai. vks@ether.chem.iitb.ernet.in
Alam
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SQ
D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D010777:Photochemistry
D006571:Heterocyclic Compounds