Protecting Groups in Regioselective Glycosylations

FIGURE 4A Examples of (a) glycosyl acceptors and (b) glycosyl donors used in trityl ether-assisted regioselective glycosylation. Tr, trityl. 

SCHEME 4.21 Trityl ether-assisted regioselective glycosylation. 

TABLE 4.3 Regioselective Glycosylation of 4,6-O-Benzylidene-Protected Glucopyranoside Acceptors 

The hydrogen bonding model for rationalizing regioselectivities was further studied by Manuel Martin-Lomas and coworkers. Density functional theory (DFT) calculations 

Conditions TMSOTf, Et20. b Along with 11% p and 16% trisaccharide. 

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