Events The 14th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session a. General Organic Synthesis of the event The 14th International Electronic Conference on Synthetic Organic Chemistry

Published date

31 Oct, 2010

Citation

J. Gonda, M. Martinková, J. Elečko, Synthesis of 5-amino-α-D-gluco-hept-6-enfuranose as usefull 1-deoxynojirimycin precursor using [3,3]-sigmatropic aza-Claisen rearrangement, in Proceedings of The 14th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2010, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-14-00418

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Synthesis of 5-amino-α-D-gluco-hept-6-enfuranose as usefull 1-deoxynojirimycin precursor using [3,3]-sigmatropic aza-Claisen rearrangement

J. Gonda ¹

M. Martinková ¹

J. Elečko ¹

1. Department of Organic Chemistry, Institute of Chemistry, Faculty of Science, P.J. Šafárik University, Moyzesova 11., 040 01, Košice, Slovak Republic

Abstract

Iminosugars are one of the most interesting discoveries in the field of natural products recent years due to their promissing biological activity. We report synthesis of 1-deoxynojirimycin building block using D-glucose as the starting material and the [3,3]-sigmatropic aza-Claisen rearrangement as the key step of our synthesis.

Keywords

1-deoxynojirimycin

azasugars

aza-Claisen rearrangement

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