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Unexpected Cyclization During the Mitsunobu Reaction of d-Talose Derivatives

By Huei-Lin Chuang, R. C. Sawant and Shun-Yuan Luo


A d-talose derivative underwent unexpected cyclization during a Mitsunobu reaction. A plausible pathway for the reaction involves an attack of the nucleophilic azide on the benzyl ring by intramolecular cyclization with loss of the benzyl group. These newly formed, unexpected compounds may be used in the synthesis of ­derivatives of C-nucleosides

Topics: Mitsunobu reaction, tetrahydroxy, LCB, d, talose, ­nucleosides, cyclization
Year: 2014
DOI identifier: 10.1055/s-0032-1318196
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