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Activation of disarmed 2-O-alkoxycarbonylated glycosyl trichloroacetimidates with lanthanide triflates: an efficient approach for the synthesis of 1,2-trans glycosides

✍ Scribed by Matteo Adinolfi; Gaspare Barone; Alfonso Iadonisi; Lorenzo Mangoni; Marialuisa Schiattarella

Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 62 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)01158-3

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✦ Synopsis

Disarmed glycosyl trichloroacetimidates can be activated by Yb(OTf) 3 in the synthesis of 1,2-trans glycosides involving primary and secondary acceptors. Concurrent formation of orthoester side products can be avoided by the use of alkoxycarbonyl groups for the protection of the donor 2-hydroxyl.

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