Recent developments in the synthesis of C-glycosides

MHD Postema - Tetrahedron, 1992 - Elsevier
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Synthesis of C-glycosides of biological interest

F Nicotra - Glycoscience Synthesis of Substrate Analogs and …, 2008 - Springer
This review article deals with C-glycosides, their biological interest and the synthetic
methods for their preparation. C-Glycosides are carbohydrate analogs in which a carbon …

Reversible and Efficient Inhibition of UDP‐Galactopyranose Mutase by Electrophilic, Constrained and Unsaturated UDP‐Galactitol Analogues

C Ansiaux, I N'Go, SP Vincent - Chemistry–a European journal, 2012 - Wiley Online Library
A series of UDP‐galactitols were designed as analogues of high‐energy intermediates of
the UDP‐galactopyranose mutase (UGM) catalyzed furanose/pyranose interconversion, an …

d-Galactofuranosylphosphonates. First Synthesis of UDP-C-d-galactofuranose

J Kovensky, M McNeil, P Sinay - The Journal of Organic …, 1999 - ACS Publications
The chemical synthesis of two phosphono analogues of d-galactofuranosyl phosphate was
performed. The natural phosphate seemed to be too labile to allow the chemical synthesis of …

Electrophilic Heteroatom

KE Harding, TH Tiner - … : Additions to and substitutions at CC [pi] …, 1991 - books.google.com
1.9. 2 OXYGEN NUCLEOPHILES 1.9. 2.1 Small Rings 1.9. 2.2 Five-and Six-membered
Rings 1.9. 2.2. 1 Cyclizations with CCC constrained by existing ring 1.9. 2.2. 2 Other CC …

Stereoselective Synthesis of the Isosteric Phosphono Analogues of N-Acetyl-α-d-glucosamine 1-Phosphate and N-Acetyl-α-d-mannosamine 1-Phosphate

F Casero, L Cipolla, L Lay, F Nicotra… - The Journal of …, 1996 - ACS Publications
The isosteric phosphono analogues of N-acetyl-α-d-glucosamine 1-phosphate and N-acetyl-
α-d-mannosamine 1-phosphate (1 and 2) are stereoselectively synthesized starting from 2 …

An efficient synthetic approach to aza-C-glycosyl compounds. Application to the synthesis of an aza-C-disaccharide

OR Martin, L Liu, F Yang - Tetrahedron letters, 1996 - Elsevier
The NIS-mediated cyclization of aminoheptenitols 5–8 (prepared in three steps from tetra-O-
benzyl-d-hexopyranoses) provided 1, 2, 6-trideoxy-2, 6-imino-liodoheptitol derivatives 9–12 …

Debenzylative Cycloetherification: An Overlooked Key Strategy for Complex Tetrahydrofuran Synthesis

A Tikad, JA Delbrouck… - Chemistry–A European …, 2016 - Wiley Online Library
Tetrahydrofuran (THF) is a major structural feature found in many synthetic and natural
products displaying a variety of biological properties. This review summarizes the main …

Spontaneous cyclization of triflates derived from δ-benzyloxy alcohols: Efficient and general synthesis of C-vinyl furanosides

OR Martin, F Yang, F **e - Tetrahedron letters, 1995 - Elsevier
On reaction with triflic anhydride, the hept-1-enitols resulting from the Wittig reaction of tetra-
O-benzyl d-hexopyranoses with [Ph3P CH2] lead, in one step, to 3, 6-anhydro-hept-1 …

The Wittig-Horner reaction on 2, 3, 4, 6-tetra-O-benzyl-D-mannopyranose and 2, 3, 4, 6-tetra-O-benzyl-D-glucopyranose

P Allevi, P Ciuffreda, D Colombo, D Monti… - Journal of the …, 1989 - pubs.rsc.org
The synthetic utility of the Wittig-Horner reaction in the synthesis of C-glycosides is illustrated
by the preparation of the α-and β-glycosyl acetates of the 2, 3, 4, 6-tetra-O-benzyl-D …