Stereoselective domino azidation and [3 + 2] cycloaddition: A facile route to chiral heterocyclic scaffolds from carbohydrate derived synthons

Debleena Bhattacharya, Abhijit Ghorai, Uttam Pal, Nakul Chandra Maiti, Partha Chattopadhyay

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

A rapid one pot intermolecular aryl azidation and intramolecular azide-olefin cycloaddition protocol has been designed using carbohydrate precursors to generate optically active, aziridine fused oxa-aza heterocycles, related to DNA targeting anti-tumour agents which on further functionalization stereoselectively produce eight membered heterocyclic scaffolds. The structural conclusions were fully supported by a molecular modelling study based on density functional theory.

Original languageEnglish
Pages (from-to)4155-4162
Number of pages8
JournalRSC Advances
Volume4
Issue number8
DOIs
StatePublished - 1 Jan 2014
Externally publishedYes

ASJC Scopus subject areas

  • General Chemistry
  • General Chemical Engineering

Fingerprint

Dive into the research topics of 'Stereoselective domino azidation and [3 + 2] cycloaddition: A facile route to chiral heterocyclic scaffolds from carbohydrate derived synthons'. Together they form a unique fingerprint.

Cite this