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Showing papers by "Indrapal Singh Aidhen published in 2005"


Journal ArticleDOI
TL;DR: In this article, a simple and efficient protocol for the regioselective hydrolysis of terminal isopropylidene ketal protection in carbohydrate derivatives is described, which uses either CoCl 2. 2H 2 O in acetonitrile or InCl 3 in methanol at temperatures ranging from 50 to 60 °C.
Abstract: A simple and efficient protocol is described for the regioselective hydrolysis of terminal isopropylidene ketal protection in carbohydrate derivatives la- 11a. It uses either CoCl 2 . 2H 2 O in acetonitrile or InCl 3 in methanol at temperatures ranging from 50 to 60 °C. The low cost of CoCl 2 . 2H 2 O along with its requirement in catalytic quantities offers a great advantage for the multi-gram scale reaction.

7 citations


Journal ArticleDOI
TL;DR: In this article, a synthesis of enantiopure methyl D-erythro-2,3-dihydroxybutanoate was realized using two simple and consecutive reactions on Derythronolactone as the starting material.
Abstract: A synthesis of enantiopure methyl D-erythro-2,3-dihydroxybutanoate has been realized using two simple and consecutive reactions on D-erythronolactone as the starting material. The two reactions are lactone ring opening with hydrobromic acid in methanol and subsequent reductive debromination.

4 citations


Journal ArticleDOI
TL;DR: Application of the Ferrier rearrangement led to a novel carbohydrate based synthetic route to 4-aminohexenoic acid viz. (R) and (S)-vigabatrin and the potential of D- glucose or D-galactose as the chiral starting materials for the synthesis of (R).
Abstract: Application of the Ferrier rearrangement led to a novel carbohydrate based synthetic route to 4-aminohexenoic acid viz. (R) and (S)-vigabatrin. The potential of D- glucose or D-galactose as the chiral starting materials for the synthesis of (R) and (S)- vigabatrin has been explored.

2 citations


Journal ArticleDOI
TL;DR: In this paper, a new (2S,3R)-2-O-benzyl-3,4-Oisopropylidene-D-erythritol has been achieved starting from extremely cheap and commercially available D-(+)-glucono-δ-lactone.
Abstract: A new convenient synthesis of (2S,3R)-2-O-benzyl-3,4-O-isopropylidene-D-erythritol has been achieved starting from extremely cheap and commercially available D-(+)-glucono-δ-lactone. It involves two carbon excisions usingozonolysis. The inbuilt stereochemistry ensures the enantiopurity of the target compound.

2 citations


Journal ArticleDOI
TL;DR: In this paper, the X-ray study firmly established the stereochemistry at the anomeric carbon in methyl α-D-C-aryl-glucopyranoside derivative.

1 citations