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The chemistry of 2-alkenyl-5(4H)-oxazolones. VIII acid-catalyzed reaction with alcohols

โœ Scribed by Steven M. Heilmann; Dean M. Moren; Larry R. Krepski; Sadanand V. Pathre; Jerald K. Rasmussen; John Stevens

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
629 KB
Volume
54
Category
Article
ISSN
0040-4020

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โœฆ Synopsis

โ€ขโ€ขs proceeded with almost equal frequency at both C=-C (Michael addition) and C=O (ring opening) groups; reaction with secondary and tertiary alcohols resulted in a modest elevation in Michael addition. Michael addition was not observed in reactions with 4, 4-dimethyl-2-isopropenyl-5(4H)oxazolone.

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## Abstract A new family of aspartic acid derivatives is obtained through cycloaddition reactions of oxazolones (I) with allenoate (II), providing restricted cyclopentanyl aspartic acid analogues (III) and (IV) under mild conditions.