Novel Benzyl-Free Glycosyl Donors for Highly Stereoselective 1,2-cis-Fucosylation

Novel Benzyl-Free Glycosyl Donors for Highly Stereoselective 1,2-cis-Fucosylation Full article

Journal

Synlett
ISSN: 0936-5214 , E-ISSN: 1437-2096

Output data

Year: 2015, Volume: 26, Number: 16, Pages: 2267-2271 Pages count : 5 DOI: 10.1055/s-0035-1560172

Authors

Abronina Polina I. ¹ , Zinin Alexander I. ¹ , Romashin Denis A. ¹ , Malysheva Nelly N. ¹ , Chizhov Alexander O. ¹ , Kononov Leonid O. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

Novel glycosyl donors with a triisopropylsilyl (TIPS) nonparticipating group at O-2 were introduced for use in 1,2-cis-fucosylation. Coupling of 2-O-TIPS-substituted thiofucosyl donors with N-trifluoroacetyl-β-d-glucosamine mono- and disaccharide derivatives was found to lead exclusively to α-linked oligosaccharides. No remote participation in 2-O-TIPS thiofucosyl donors seems to be required to favor α-selective fucosylation.

Abronina P.I. , Zinin A.I. , Romashin D.A. , Malysheva N.N. , Chizhov A.O. , Kononov L.O.
Novel Benzyl-Free Glycosyl Donors for Highly Stereoselective 1,2-cis-Fucosylation
Synlett. 2015. V.26. N16. P.2267-2271. DOI: 10.1055/s-0035-1560172 WOS Scopus OpenAlex

Web of science:	WOS:000361823600017
Scopus:	2-s2.0-84941936354
OpenAlex:	W2585016378

DB	Citing
OpenAlex	34
Scopus	36
Web of science	35