Vinylsulfone-modified carbohydrates: first general route to D-lividosamine (2-amino-2,3-dideoxy-D-glucose) and its new analogues
Metadata of CSIR Papers
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| Title |
Vinylsulfone-modified carbohydrates: first general route to D-lividosamine (2-amino-2,3-dideoxy-D-glucose) and its new analogues
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| Creator |
Ravindran, B
Deshpande, SG Pathak, T |
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| Subject |
Chemistry, Organic
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| Description |
A general route to D-lividosamine and its new analogues has been devised for the first time. The essence of the present synthetic route lies in the diastereoselective introduction of N-monoalkylated and N-dialkylated amines to C-2 carbons of methyl 2,3-dideoxy-3-C-phenylsulfonyl-alpha -D-hex-2-enopyranoside and methyl 2,3-dideoxy-3-C-phenylsulfonyl-P-D-hex-2-enopyranoside in equatorial configurations. The 2-amino-2,3-didcoxysugrs thus generated, are desulfonated reductively at C-3 sites to produce a known intermediate for the synthesis of D-lividosamine and several new 2-N-alkylamino- acid 2-N,N-dialkylamino-2,3-dideoxy analogues. (C) 2001 Elsevier Science Ltd. All rights reserved.
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| Publisher |
PERGAMON-ELSEVIER SCIENCE LTDOXFORDTHE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
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| Date |
2011-09-24T09:19:42Z
2011-09-24T09:19:42Z 2001 |
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| Type |
Article
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| Identifier |
TETRAHEDRON
0040-4020 http://hdl.handle.net/123456789/24143 |
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| Language |
English
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