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A convenient and inexpensive conversion of an aziridine to an oxazolidinone

โœ Scribed by Matthew T. Hancock; Allan R. Pinhas

Book ID
104253973
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
108 KB
Volume
44
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

The conversion of an aziridine to the corresponding oxazolidinone using only carbon dioxide and a catalytic amount of lithium iodide is discussed. In all cases, either no reaction occurred or a high yield of product was obtained. HMPA has been added to the reaction mixture, as needed, to drastically improve the regioselectivity. Net retention of stereochemistry between the starting aziridine and the product oxazolidinone was observed.

๐Ÿ“œ SIMILAR VOLUMES

The high yield and regioselective conver
The high yield and regioselective conversion of an unactivated aziridine to an oxazolidinone using carbon dioxide with ammonium iodide as the catalyst
โœ Chau Phung; Allan R. Pinhas ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 167 KB

The conversion of an unactivated 2-alkylaziridine to the corresponding oxazolidinone generally requires a very high pressure of carbon dioxide, a high temperature, an expensive catalyst, and/or a long reaction time. Here, a new, high yield (over 95%), and highly regioselective (over 95%) conversion