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Bicyclic Acetals from Oxacarbenes
Author(s) -
Pirrung Michael
Publication year - 1985
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198510431
Subject(s) - bicyclic molecule , intramolecular force , tetrahydrofuran , acetal , chemistry , trapping , medicinal chemistry , stereochemistry , organic chemistry , biology , ecology , solvent
Two annelated tetrahydrofuran structural units —partial structures of the aflatoxins and caryoptins—can be prepared by irradiation of cyclobutanones such as 1 . Thus, the cyclic acetal 2 is formed by an intramolecular trapping reaction of a photochemically generated oxacarbene.