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Synlett 1995; 1995(7): 776-778
DOI: 10.1055/s-1995-5050
DOI: 10.1055/s-1995-5050
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Asymmetric Induction in Intramolecular [2+2] Photocycloaddition of Alkyl Hex-2-enopyranosid-4-uloses and Further Transformations of the Cycloadducts
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Publication Date:
31 December 2000 (online)
An efficient intramolecular [2+2] photocycloaddition of alkyl hex-2-enopyranosid-4-uloses allows the construction of two new cyclic systems annelated to the pyranoside moiety with stereocontrol of 3 or 4 carbogenic centers. The regioselective ring cleavage of the cycloadducts affording new bicyclic pyranoid compounds is described.
Alkyl Hex-2-enopyranosid-4-uloses - intramolecular [2+2] photocycloaddition - regioselective ring cleavage - pyranoids