The Journal of Organic Chemistry

A study of the scope of the [4+ 2] cycloaddition reactions of unactivated 1, 3-oxazin-6-ones

DL Boger, RJ Wysocki Jr

Index: Boger, Dale L.; Wysocki, Ronald J. Journal of Organic Chemistry, 1989 , vol. 54, p. 714 - 718

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Citation Number: 20

Abstract

3 4 and in efforts to define the relative and complementary scope of the 1, 2, 4-triazine4p5 versus 1, 3-oxazin-6-one6-+ pyridine Diels-Alder reactions applicable to the total synthesis of rubrolone, we have examined the potential for unactivated 1, 3-oxazin-6-one participation in inverse electron demand Diels-Alder reactions. Herein we detail the preparation of 4- methyl-2-propyl-l, 3-oxazin-6-one (3), the scope of its participation in [4+ 21 cycloaddition ...