✦ LIBER ✦

Synthesis of carba-β-DL-fucose and carba-β-DL-galactose from myo-inositol

✍ Scribed by R. Verduyn; S. H. van Leeuwen; G. A. van der Marel; J. H. van Boom

Publisher: Elsevier Science
Year: 2010
Tongue: English
Weight: 495 KB
Volume: 115
Category: Article
ISSN: 0165-0513
DOI: 10.1002/recl.19961150113

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Cyclic ketone 12, prepared from racemic 3‐O‐benzyl‐1,2:4,5‐di‐O‐cyclohexylidene‐myo‐inositol (4), was converted into the tertiary alcohols 13 and 20 by treatment with methyl‐magnesium bromide and (benzyloxymethyl)lithium, respectively. Deoxygenation, followed by hydrogenolysis of the benzyl protective groups, furnished the title compounds 2 and 3.

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of an α-F

ChemInform Abstract: Synthesis of an α-Fucosidase Inhibitor, 5a-Carba-β-L-fucopyranosylamine, and Fucose-Type α- and β-DL-Valienamine Unsaturated Derivatives.

✍ Seiichiro Ogawa; Maiko Watanabe; Ayako Maruyama; Seiichi Hisamatsu 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 39 KB 👁 1 views

Synthesis and Glycosidase Inhibitory Act

Synthesis and Glycosidase Inhibitory Activity of Some N-Substituted 6-Deoxy-5a-carba-β-DL- and L-Galactopyranosylamines.

✍ Seiichiro Ogawa; Shigeo Fujieda; Yuko Sakata; Masahiro Ishizaki; Seiichi Hisamat 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 107 KB 👁 2 views

Synthesis and glycosidase inhibitory act

Synthesis and glycosidase inhibitory activity of some N-Substituted 6-Deoxy-5a-carba-β-dl- and l-galactopyranosylamines

✍ Seiichiro Ogawa; Shigeo Fujieda; Yuko Sakata; Masahiro Ishizaki; Seiichi Hisamat 📂 Article 📅 2003 🏛 Elsevier Science 🌐 English ⚖ 139 KB

Chemical modification of 5a-carba-b-dl-fucopyranosylamine (3) generated six N-substituted derivatives 9a-f, among which N-octyl 9b, decyl 9c, and phenylbutyl ones 9f were found to be very strong b-galactosidase as well as b-glucosidase inhibitors. The inhibitory activity appeared attributable to d-e

Stereodivergent Synthesis of 5a-Carba-he

Stereodivergent Synthesis of 5a-Carba-hexopyranoses from Carbohydrates via 6-exo-dig Radical Cyclization: Preparation of 5a-Carba-β-D-manno-, α-D-allo-, β-L-talo- and α-L-Gulopyranose Pentaacetates from D-Mannose.

✍ Ana M. Gomez; Eduardo Moreno; Gerardo O. Danelon; Serafin Valverde; J. Cristobal 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 164 KB 👁 1 views

## Abstract For Abstract see ChemInform Abstract in Full Text.

Stereodivergent synthesis of 5a-carba-he

Stereodivergent synthesis of 5a-carba-hexopyranoses from carbohydrates via 6-exo-dig radical cyclization: preparation of 5a-carba-β-d-manno-, α-d-allo-, β-l-talo- and α-l-gulopyranose pentaacetates from d-mannose

✍ Ana M. Gómez; Eduardo Moreno; Gerardo O. Danelón; Serafı́n Valverde; J.Cristóbal 📂 Article 📅 2003 🏛 Elsevier Science 🌐 English ⚖ 878 KB

Four carbasugars, 5a-carba-b-D-manno-, a-D-allo-, b-L-taloand a-L-gulopyranose pentaacetates, have been prepared in a stereodivergent manner from D-mannose. Alkynyl derivatives of 2,3:4,6-di-O-isopropylidene-D-mannopyranose, which are prepared by homologation at C-1, by reaction with phenyl acetylid

ChemInform Abstract: A Novel Entry to 5a

ChemInform Abstract: A Novel Entry to 5a-Carba-hexopyranoses from Carbohydrates Based on a 6-exo-dig Radical Cyclization: Synthesis of 5a-Carba-β-D-mannopyranose Pentaacetate.

✍ Ana M. Gomez; Gerardo O. Danelon; Eduardo Moreno; Serafin Valverde; J. Cristobal 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 38 KB 👁 2 views

A Novel Entry to 5a-Carba-hexopyranoses from Carbohydrates Based on a 6-exo-dig Radical Cyclization: Synthesis of 5a-Carbaβ-D-mannopyranose Pentaacetate. -Mannose-derived diacetonide (VI) undergoes a 6-exo-dig radical cyclization to give highly functionalized cyclohexanes which are correlated with