Journal article
Studies on the transformation of nitrosugars into branched chain iminosugars. Part II: Synthesis of (3R,4R,5R,6S)-2,2-bis(hydroxymethyl)azepane-3,4,5,6-tetraol
- Abstract:
- The first stereocontrolled synthesis of (3R,4R,5R,6S)-2,2-bis-(hydroxymethyl)azepane-3,4,5,6-tetraol is described herein. The method involves a novel double Henry reaction of the 3,5-di-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-nitro-α-d-glucofuranose with formaldehyde followed by a reductive ring closure to give the first branched 1,6-dideoxy-1,6-heptitol described. © 2008 Elsevier Ltd. All rights reserved.
- Publication status:
- Published
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- Publisher copy:
- 10.1016/j.tetasy.2008.10.027
Authors
- Journal:
- TETRAHEDRON-ASYMMETRY More from this journal
- Volume:
- 19
- Issue:
- 21
- Pages:
- 2443-2446
- Publication date:
- 2008-11-03
- DOI:
- EISSN:
-
1362-511X
- ISSN:
-
0957-4166
- Language:
-
English
- Pubs id:
-
pubs:41011
- UUID:
-
uuid:01bb79f1-fd68-4a4a-95d2-8f7a6d00b4c6
- Local pid:
-
pubs:41011
- Source identifiers:
-
41011
- Deposit date:
-
2012-12-19
- ARK identifier:
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- Copyright date:
- 2008
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