Aza-Claisen rearrangement of 2-C-hydroxymethyl glycals as a versatile strategy towards synthesis of isofagomine and related biologically important azasugars

Suman Reddy, Y. ; Kancharla, Pavan K. ; Roy, Rashmi ; Vankar, Yashwant D. (2012) Aza-Claisen rearrangement of 2-C-hydroxymethyl glycals as a versatile strategy towards synthesis of isofagomine and related biologically important azasugars Organic and Biomolecular Chemistry, 10 (14). pp. 2760-2773. ISSN 1477-0520

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/2012...

Related URL: http://dx.doi.org/10.1039/C2OB06851F

Abstract

Synthesis of isofagomine has been achieved by implementation of aza-Claisen rearrangement of 2-C-hydroxymethyl glycals as a key step. The above rearrangement has also been utilized in the synthesis of biologically important polyhydroxylated piperidine frameworks such as isogalactofagomine, ent-isogalactofagomine and their analogues and some other azasugars as glycosidase inhibitors.

Item Type:Article
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ID Code:93387
Deposited On:16 Jun 2012 09:31
Last Modified:16 Jun 2012 09:31

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