Stereocontrolled glycosylation

Stereocontrolled glycosylation of furanoid glycals with pyrimidine or purine bases has been accomplished via a Lewis acid-mediated sulphenylation279. 

Hanessian, S. Lou, B. Stereocontrolled Glycosyl Transfer Reactions with Unprotected Glycosyl Donors, Chem. Rev 2000, 100,4443 1463. 

Coterdn, J M, Chiara, J L, Fernandez-Mayoralas, A, Fiandor, J M, Valle, N, Stereocontrolled glycosylation of sordaricin in the presence of ammonium salts, Tetrahedron Lett., 41, 4373-4377, 2000. 

The synthetic strategy for obtaining avermectin B g involves preparation of the northern segment (C 28 unit) and the southern segment (C.j-C3o unit), followed by coupling of the above two segments, macrolactonisation, stereocontrolled glycosylation and adjustment of the functionality [118],... 

Construction of the target tetrasaccharide utilized the monomer units 11.29 [51], 11.30 [19], and 11.31 (Scheme 11) [52], Stereocontrolled glycosylation of 11.30 with 11.29 in the presence of boron trifluoride etherate (BF3-Et20) afforded the corresponding disaccharide 11.32 in 81% yield. Subsequent conversion of the methoxy-... 

Fraser-Reid et al. reported the synthesis of the oligosaccharide backbones of two GPI anchors of Trypanosoma brucei and rat brain, which involved highly stereocontrolled glycosylations.H8... 

Scheme 10-88 Use of phthalyl and succinyl ester tethers provides another approach to regio-and stereocontrolled glycosylation.

A general synthetic plan of amphotericin B la could logically terminate by a stereocontrolled glycosylation with a o-mycosaminyl moiety F (Fig. 2). All synthetic efforts made are based on simplification of the macrolide leading to... 

Stereocontrolled Glycosylation Recent Advances p-D-Rhamnosides and p-D-Mannans... 

Nakato S, Kimura M, kuhara T (1997) Highly stereoselective synthesis of 2 -deoxy-aipha-ribonucleosides and 2-deoxy-a-C-ribofuranosides by remote stereocontrolled glycosylation. Chem Lett 26 389-390... 

SCHEME 38.34. Stereocontrolled glycosylations using 2,6-anhydro-2-thio sugars. 

---