Synthesis of 1,7-diamino-1,2,6,7-tetradeoxy-2,6-imino-D-glycero-D-ido-heptitol by intramolecular amination of aziridine ring

Chakraborty, T. K. ; Jayaprakash, S. (1997) Synthesis of 1,7-diamino-1,2,6,7-tetradeoxy-2,6-imino-D-glycero-D-ido-heptitol by intramolecular amination of aziridine ring Tetrahedron Letters, 38 (51). pp. 8899-8902. ISSN 0040-4039

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4039(97)10356-2

Abstract

A novel intramolecular 6-exo opening of a terminal Boc-protected aziridine ring by a strategically located amino group in the molecule enacted the crucial cyclisation to furnish the key intermediate 10 with requisite deoxyamino imino sugar framework leading to the stereoselective synthesis of 1,7-diamino-1,2,6,7-tetradeoxy-2,6-imino-D-glycero-D-ido-heptitol (5).

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