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Chiral polyhydroxylated tetrahydrothiophene derivatives: novel synthesis and structural elucidation by X-ray crystallography, NMR spectroscopy and molecular mechanics calculations

Rao, Rama AV and Reddy, Ashok K and Srinivas, NR and Gurjar, MK and Padmaja, N and Ramakumar, S and Viswamitra, MA and Swapna, GVT and Jagannadh, B and Kunwar, AC (1993) Chiral polyhydroxylated tetrahydrothiophene derivatives: novel synthesis and structural elucidation by X-ray crystallography, NMR spectroscopy and molecular mechanics calculations. In: Perkin Transactions 1 (11). pp. 1255-1259.

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Abstract

The dideoxygenation reaction of 1,3;4,6-di-O-alkylidene-2,5-di-S-methylthiocarbonyl-D-mannitol derivatives under Barton-McCombie reaction conditions gave the hexahydrodipyranothiophenes 4 and 7 instead of the expected 2,5-dideoxy products. Structural and conformational information on these novel derivatives has been obtained by NMR spectroscopy, single-crystal X-ray crystallography and molecular mechanics calculations.

Item Type: Journal Article
Publication: Perkin Transactions 1
Publisher: Royal Society of Chemistry
Additional Information: Copyright of this article belongs to Royal Society of Chemistry.
Department/Centre: Division of Physical & Mathematical Sciences > Physics
Date Deposited: 02 Feb 2011 09:18
Last Modified: 02 Feb 2011 09:18
URI: http://eprints.iisc.ac.in/id/eprint/35363

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