The use of cyclic bifunctional protecting groups in oligosaccharide synthesis--an overview.
A historical overview is presented on stereo-directing effects of cis- and trans-fused diol protective groups used on both donor and acceptor glycosides. Attention is focused on the use of cyclic carbonates and carbamates, diacetals and acetals and finally the special case of 1,2-O-orthoesters and 1,2-O-cyanoalkylidene functionalised residues.
Litjens
Remy E J N
RE
Leiden Institute of Chemistry, Leiden University, PO Box 9502, 2333CC Leiden, The Netherlands.
van den Bos
Leendert J
LJ
Codée
Jeroen D C
JD
Overkleeft
Herman S
HS
van der Marel
Gijsbert A
GA
D000080:Acetals / Q000737:chemistry; D002219:Carbamates / Q000737:chemistry; D002254:Carbonates / Q000737:chemistry; D003486:Cyanides / Q000737:chemistry; D004952:Esters / Q000737:chemistry; D009844:Oligosaccharides / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000080:Acetals; D002219:Carbamates; D002254:Carbonates; D003486:Cyanides; D004952:Esters; D009844:Oligosaccharides