Oligosaccharide syntheses reactivity tuning

L. Huang, Z. Wang, and X. Huang, One-pot oligosaccharide synthesis Reactivity tuning by postsynthetic modification of aglycone, Chem. Commun., (2004) 1960-1961. 

Huang L, Wang Z, Hnang X. One-pot oligosaccharide synthesis reactivity tuning by post-synthetic modification of aglycon. Chem Commun 2004 1960-1961. 

Dasgupta, S., Pramanik, K., and Mukhopadhyay, B. (2007) Oligosaccharides through reactivity tuning convergent synthesis of the trisaccharides of the steroid glycoside sokodoside B isolated from marine sponge Erylus placenta. Tetrahedron, 63,12310-12316. 

The dispoke group is stable towards a variety of reaction conditions typically used in oligosaccharide synthesis and it can be used to tune the reactivity of typical monosaccharidic donors It is removed by hydrolysis with 95% aqueous trifluoroacetic acid at room temperature ... 

Douglas NL, Ley SV, Lucking U, Warriner SL. Tuning glycoside reactivity New tool for oligosaccharide synthesis. J. Chem. Soc., 55. Perkin 1 Trans. 1998 51-65. 

Grice P, Ley SV, Pietruszka J, Priepke HWM, Walther EPE (1995) Cyclohexane-1, 2-diacetals in synthesis. 3. Tuning the reactivity of glycosides efficient one-pot oligosaccharide synthesis. Synlett 1995 781-784... 

Douglas, N. L., Ley, S. V., Lucking, U., Warriner, S. L. (1998). Tuning glycoside reactivity New tool for efficient oligosaccharide synthesis. Journal of the Chemical Society, Perkin Transactions 1, 51-66. 

Notes and discussion. The power of modern glycosidation methods was demonstrated by combining an orthogonal (F versus SePh) and a reactivity tuning (see Chapter 6) approach. In a one-pot, four step reaction, a pentasaccharide was formed in 8% yield from donor 31 [20]. Further applications in efficient oligosaccharide synthesis have also been reported [20, 21, 23-25]. 

G6mez AM (2011) A survey of Ley s reactivity tuning in oligosaccharide synthesis. 

As Letnieux s hahde stability theory [64—66], Fraser-Reid s armed-disarmed concept rationale [31, 33], Ley s tuning reactivity studies [46], and Wong s programmable oligosaccharide synthesis [47] aU predicted 2-0-benzylated glycosyl donor 62 to be more reactive than its per-benzoylated counterpart 58, these... 

---