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N-Benzyl-5-hydroxy-3-pyrrolidin-2-one by Hydrogen Peroxide Oxidation of N-Benzyl-3-phenylseleno-2-pyrrolidinone.

✍ Scribed by JiYoung Mun; Michael B. Smith


Publisher
John Wiley and Sons
Year
2007
Weight
24 KB
Volume
38
Category
Article
ISSN
0931-7597

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✦ Synopsis


Abstract

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The addition of Grignard reagents to D-erythro-4-pentenose N-benzyl nitrone 5, which is easily accessible from D-ribose, furnishes Ο‰-unsaturated hydroxylamines that readily undergo Cope-House cyclization to afford pyrrolidine N-oxides. The stereoselectivity of the addition step is altered by either