The Glycal Method

8 Selective Glycosidation Reactions and Their Use in Medicinal Chemistry 

The glycal epoxide method was also applied to the synthesis of a-O-glycosides [133] and of 2-deoxy-(5-0-glycosides [134]. Although interesting results were reported in both cases, other strategies seem to be preferable for these purposes (see sections 3.3 and 3.5). 

The glycal assembly logic was also applied to the synthesis of Lewis determinants [136], blood group determinants [137] and tumor antigens, as for the synthesis of 38, a hexasaccha-ride glycosphingolipid [138] which is a breast tumor associated antigen of biological relevance (Fig. 3). 

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Deoxy-sugars. Part XVII. An Investigation of the Glycal Method for the Preparation of Derivatives of 2-Deoxy-D-galactose, W. G. Overend, F. Shafizadeh, and M. Stacey, /. Chem. Soc., (1951) 992-993. 

Two major coupling strategies were elaborated for the formation of glycosidic bonds on solid support. Scheme 2.6.1 shows the glycal method developed by Danishefsky et A... 

In rounding out this foray into glycosidation chemistry, it would be most appropriate to close with the glycal method, a procedure that has found numerous applications in total synthesis endeavors. In this general strategy, pioneered by Lemieux and co-workers... 

Scheme 8. The glycal method for oligosaccharide synthesis (a) and its application (b) to the synthesis of avermectin Ai (41). (Danishefsky, 1987) ...

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