Synthesis 2007(5): 666-668  
DOI: 10.1055/s-2007-965921
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

Catalyst-Free Highly Regio- and Stereoselective Ring Opening of Epoxides and Aziridines with Sodium Azide Using Poly(ethylene glycol) as an Efficient Reaction Medium [1]

Biswanath Das*, Vtukuri Saidi Reddy, Fouzia Tehseen, Maddeboina Krishnaiah
Organic Chemistry Division - I, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Fax: +91(40)7160512; e-Mail: biswanathdas@yahoo.com;
Further Information

Publication History

Received 10 November 2006
Publication Date:
08 February 2007 (online)

Abstract

Ring opening of epoxides and aziridines has readily been carried out at room temperature using poly(ethylene glycol) (PEG-400) as the efficient reaction medium to form the corresponding 2-azido alcohols and 2-azido amines, respectively, in excellent yields (95-99%) within 30-45 minutes and with high regio- and streoselectivity.

1

Part 103 in the series ‘Studies on Novel Synthetic Methodologies’; IICT Communication no. 061206.

1

Part 103 in the series ‘Studies on Novel Synthetic Methodologies’; IICT Communication no. 061206.