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Formation of novel photoadducts from irradiation of 5(S)-5-O-tert-butyldimethylsiloxymethylfuran-2(5H)-one

By David Brown, Christine J. Cardin and John Mann

Abstract

Irradiation of 5S-5-O-tert-butyldimethylsiloxymethylfuran-2(5H)-one 1 in acetonitrile yields the C2-symmetric bis(lactone), 1S,2S,6S,7S-[3S,10S]-bis-tert-butyldimethylsiloxymethyl-4,9-dioxatricyclo[5.3.0.02,6]deca-5,8-dione 6, and a 3-substituted intramolecular product resulting from an apparent 8-endo-trig cyclisation

Publisher: Royal Society of Chemistry
Year: 1995
DOI identifier: 10.1039/c39950000825
OAI identifier: oai:centaur.reading.ac.uk:23786
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