- N-benzyl-2,3-trans-carbamate-bearing glycosyl donors for 1,2-cis-selective glycosylation reactions
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Glycosyl donors for the preparation of 1,2-cis glycosides of amino sugars have been developed. The 2,3-trans-cyclic-carbamate-carrying glycosyl donors were readily prepared from the corresponding known trichloroethyl carbamate protected amino sugars under
- Manabe, Shino,Ishii, Kazuyuki,Ito, Yukishige
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p. 497 - 516
(2011/04/15)
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- S-benzoxazolyl as a stable protecting moiety and a potent anomeric leaving group in oligosaccharide synthesis
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(Chemical Equation Presented) As a part of a program for developing new versatile building blocks for stereoselective glycosylation and convergent oligosaccharide synthesis, we demonstrated that S-benzoxazolyl (SBox) glycosides are stable toward major protecting group manipulations employed in carbohydrate chemistry. On the other hand, they can be glycosidated under relatively mild reaction conditions to afford either 1,2-trans or 1,2-cis-linked disaccharides. Selective and chemoselective activations of the SBox moiety were also proved to be feasible, which was demonstrated by synthesizing a number of oligosaccharide sequences.
- Kamat, Medha N.,De Meo, Cristina,Demchenko, Alexei V.
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p. 6947 - 6955
(2008/02/11)
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