Tetrahydro-1, 3-oxazin-6-ones as templates for the stereoselective synthesis of β-substituted L-aspartic acids 1

G Burtin, PJ Corringer, DW Young

文献索引：Burtin, Guillaume; Corringer, Pierre-Jean; Young, Douglas W. Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 20 p. 3451 - 3459

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被引用次数: 2

摘要

Protected (4 S)-4-carboxytetrahydro-1, 3-oxazin-6-ones have been synthesised either by Baeyer–Villiger reaction on a 4-ketoproline derivative or, more directly, from an aspartate derivative. Two strategies have been used to develop these compounds as chiral templates in the synthesis of β-substituted aspartic acids. In the first, formation of an enaminone using Bredereck's reagent, followed by reaction with a Grignard reagent gave a series of ...