scispace - formally typeset
Search or ask a question

Showing papers by "Kalpattu K. Balasubramanian published in 2002"

Journal Article•DOI•
Microwave-induced, Montmorillonite K10-catalyzed Ferrier rearrangement of tri-O-acetyl-d-galactal: mild, eco-friendly, rapid glycosidation with allylic rearrangement

[...]

Bhagavathy Shanmugasundaram1, Ajay K. Bose2, Kalpattu K. Balasubramanian1•
Indian Institute of Technology Madras1, Stevens Institute of Technology2
16 Sep 2002-Tetrahedron Letters
TL;DR: Montmorillonite K10 was found to catalyze, under microwave irradiation, rapid O-glycosidation of 3,4,6-tri-O-acetyl-d-galactal to afford exclusively the alkyl and aryl 2,3-dideoxy-dthreo-hex-2-enopyranosides with very high α-selectivity as mentioned in this paper.

46 citations

Journal Article•DOI•
Stereoselective synthesis of a C-glycosylic compound (a "methyl C-glycoside") through a regioselective free-radical ring-opening reaction. A single-crystal X-ray structure determination.

[...]

Bhagavathy Shanmugasundaram1, Babu Varghese1, Kalpattu K. Balasubramanian1•
Indian Institute of Technology Madras1
27 Sep 2002-Carbohydrate Research
TL;DR: Cyclopropanation of 4,6-O-benzylidene-D-glucal, followed by tributylstannyl radical-mediated regioselective ring opening of the 1,2-cyclopropano sugar led to a 2, 6-anhydro-1-deoxyheptose, (a "methyl C-beta- D-glycoside").

3 citations

Journal Article•DOI•
Microwave‐Induced, Montmorillonite K10‐Catalyzed Ferrier Rearrangement of tri‐O‐Acetyl‐D‐galactal: Mild, Eco‐Friendly, Rapid Glycosidation with Allylic Rearrangement.

[...]

Bhagavathy Shanmugasundaram1, Ajay K. Bose2, Kalpattu K. Balasubramanian1•
Indian Institute of Technology Madras1, Stevens Institute of Technology2
17 Dec 2002-ChemInform
TL;DR: Montmorillonite K10 was found to catalyze, under microwave irradiation, rapid O-glycosidation of 3,4,6-tri-O-acetyl-d-galactal to afford exclusively the alkyl and aryl 2,3-dideoxy-dthreo-hex-2-enopyranosides with very high α-selectivity as discussed by the authors.
Abstract: Montmorillonite K10 was found to catalyze, under microwave irradiation, rapid O-glycosidation of 3,4,6-tri-O-acetyl-d-galactal to afford exclusively the alkyl and aryl 2,3-dideoxy-d-threo-hex-2-enopyranosides with very high α-selectivity and without the formation of the 2-deoxy-d-lyxo-hexopyranosides. Under these conditions, 3,4,6-tri-O-acetyl-d-glucal as usual also underwent the Ferrier rearrangement.