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Solid phase synthesis of oxazolidinones via a novel cyclisation/cleavage reaction

✍ Scribed by Hans-Peter Buchstaller

Book ID
104208463
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
281 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis

The solid phase synthesis of oxazolidinones via a novel cylisation/cleavage reaction is described. Resin bound carbamates 2, which were obtained by reaction of Wang-resin with commereiaily available isoeyanates 1, were alkylated with glycidyltosylate to the corresponding epoxides 3. Nueleophilic opening of the epoxides 3 with pyrmlidine and subsequent cyclisation leads to the title compounds in high yield and purity.

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