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Enantioselective and Protecting Group-Free Synthesis of 1-Deoxythionojirimycin, 1-Deoxythiomannojirimycin, and 1-Deoxythiotalonojirimycin

Gunasundari, Thanikachalam and Chandrasekaran, Srinivasan (2010) Enantioselective and Protecting Group-Free Synthesis of 1-Deoxythionojirimycin, 1-Deoxythiomannojirimycin, and 1-Deoxythiotalonojirimycin. In: Journal of Organic Chemistry, 75 (19). pp. 6685-6688.

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo1010125

Abstract

1-Deoxythioglyconojirimycins were synthesized by using a protecting group-free strategy, starting from readily available carbohydrates, in good overall yield. Use of benzyl-triethylammonium tetrathiomolybdate, BnEt3N](2)MoS4, as a sulfur transfer reagent and borohydride exchange resin (BER) reduction of a lactone enabled the efficient synthesis of the title compounds.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to American Chemical Society.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 18 Oct 2010 07:48
Last Modified: 18 Oct 2010 07:48
URI: http://eprints.iisc.ernet.in/id/eprint/33132

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