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Catalyst-Free Highly Regio- and Stereoselective Ring Opening of Epoxides and Aziridines with Sodium Azide Using Poly(ethylene glycol) as an Efficient Reaction Medium

Biswanath Das*, Vtukuri Saidi Reddy, Fouzia Tehseen, Maddeboina Krishnaiah

*Organic Chemistry Division - I, Indian Institute of Chemical Technology, Hyderabad 500 007, India, Email: biswanathdasyahoo.com

B. Das, V. S. Reddy, F. Tehseen, M. Krishnaiah, Synthesis, 2007, 666-668.

DOI: 10.1055/s-2007-965921


Abstract

An efficient ring opening of epoxides and aziridines has been carried out at room temperature using poly(ethylene glycol) (PEG-400) as reaction medium to form the corresponding 2-azido alcohols and 2-azido amines, respectively, in excellent yields within 30-45 minutes and with high regio- and stereoselectivity.

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Key Words

epoxides, aziridines, PEG-400, 2-azido alcohols, 2-azido amines


ID: J66-Y2007-0670