Generation of nitrile oxides under nanometer micelles built in neutral aqueous media: synthesis of novel glycal-based chiral synthons and optically pure 2,8-dioxabicyclo[4.4.0]decene core.

Abstract

A highly efficient strategy for chemoselective oxidation of aldoximes to nitrile oxides by iodosobenzene in neutral aqueous media is reported. Their in situ intermolecular 1,3-dipolar cycloaddition (1,3-DC) with olefins in nanometer aqueous micelles occurs with improved stereoselectivity and acceleration of reaction rate toward synthesis of new chiral… (More)
DOI: 10.1021/jo801337k

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Cite this paper

@article{Chatterjee2008GenerationON, title={Generation of nitrile oxides under nanometer micelles built in neutral aqueous media: synthesis of novel glycal-based chiral synthons and optically pure 2,8-dioxabicyclo[4.4.0]decene core.}, author={Nirbhik Chatterjee and Palash Pandit and Samiran Halder and Amarendra Patra and Dilip K Maiti}, journal={The Journal of organic chemistry}, year={2008}, volume={73 19}, pages={7775-8} }