Carbohydrate Research 2007-06-11

The Wittig-cyclization procedure: acid promoted intramolecular formation of 3-C-branched-chain 3,6-anhydro furano sugars via 2'-oxopropylene derivatives.

Kadir Ay, Fatma Cetin, Levent Yüceer

Index: Carbohydr. Res. 342(8) , 1091-5, (2007)

Full Text: HTML

Abstract

Some olefinic Wittig products, 3-deoxy-5,6-O-isopropylidene-3-C-(2'-oxopropylene)-1,2-O-alkylidene hexofuranose derivatives were converted to the branched-chain 3,6-anhydro-3-C-(2'-oxopropyl) derivatives on treatment with ion exchange resin Amberlite 120 (H(+)) in methanol-water at room temperature. Hydrolysis of 5,6-isopropylidene groups and intramolecular ring-closures took place in one pot reactions.

Related Compounds

  • L-Gulose

Related Articles:

Preparation of D-gulose from disaccharide lactitol using microbial and chemical methods.

2013-01-01

[Biosci. Biotechnol. Biochem. 77(2) , 253-8, (2013)]

The role of the gulose-mannose part of bleomycin in activation of iron-molecular oxygen complexes.

1988-07-15

[Biochem. J. 253(2) , 497-504, (1988)]

Regio- and stereo-selective synthesis of carbohydrate isoxazolidines by 1,3-dipolar cycloaddition of nitrones to 5,6-dideoxy-1,2-O-isopropylidene- alpha-D-xylo-hex-5-enofuranose.

1992-03-16

[Carbohydr. Res. 226(1) , 49-56, (1992)]

Microbial production of L-ascorbic acid from D-sorbitol, L-sorbose, L-gulose, and L-sorbosone by Ketogulonicigenium vulgare DSM 4025.

2005-03-01

[Biosci. Biotechnol. Biochem. 69(3) , 659-62, (2005)]

Stereoselective vinylogous Mannich reaction of 2-trimethylsilyloxyfuran with N-gulosyl nitrones.

2011-11-07

[Org. Biomol. Chem. 9(21) , 7411-9, (2011)]

More Articles...