Asymmetric Diels-Alder cycloaddition reactions with chiral. alpha.,. beta.-unsaturated N-acyloxazolidinones

DA Evans, KT Chapman, J Bisaha

文献索引：Evans,D.A.; Chapman,K.T.; Bisaha,J. Journal of the American Chemical Society, 1988 , vol. 110, p. 1238

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被引用次数: 667

摘要

Abstract: Chiral a,@-unsaturated N-acyloxazolidinones are highly reactive and highly diastereoselective dienophiles in Diels-Alder reactions promoted by dialkylaluminum chlorides. A cationic Lewis acid-dienophile complex is proposed to account for the observed exceptional reactivity and endo/exo selectivities. Acrylate and (E)-crotonate carboximides bearing phenylalaninol-derived oxazolidinones undergo rapid and selective ...