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ChemInform Abstract: 1,3-Dipolar Cycloaddition of Furfuryl Nitrones with Acrylates. A Convenient Approach to Protected 4-Hydroxypyroglutamic Acids.
First published: 08 June 2010
Abstract
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ChemInform Abstract
Furylnitrones (I) react with acrylates (II) to provide isoxazolidines (III), (IV), and (V) with good regio- and diastereoselectivity. The optically active acrylamide (VI) gives chiral cycloadducts (VII) and (VIII) which can be readily converted to optically pure pyrrolidin-2-ones (IX) and (X) as precursors of 4-hydroxypyroglutamic acids [cf. (XI)].
