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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 27, 1997 - Issue 2
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Original Articles

Acetoxyselenation of Olefins with Selenium Dioxide-acetic Anhydride Reagent System1

S. V. Pitre Department of Chemistry, Indian Institute of Technology, Kanpur, 208016, India
,
M. V.R. Reddy Department of Chemistry, Indian Institute of Technology, Kanpur, 208016, India
,
Y. D. Vankar Department of Chemistry, Indian Institute of Technology, Kanpur, 208016, India
&
K. P. Madhusudanan Medicinal Chemistry Division, Central Drugs Research Institute, Chhattar Manzil Palace, Lucknow, 226001, India
Pages 267-276 | Received 16 Jul 1996, Published online: 22 Aug 2006
 
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Abstract

Olefins react with selenium dioxide-acetic anhydride reagent system to form acetoxyselenated compounds in fair yields which could be deselenised with Raney nickel to obtain the corresponding acetates. In one case the selenium product is resolved enzymatically to obtain optically pure sec. phenethyl alcohol.

Notes

Satisfactory spectral and microanalytical data for all the new compounds was obtained.

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