1206188-41-1Relevant articles and documents
Access to α-substituted amino acid derivatives via 1,3-dipolar cycloaddition of α-amino ester derived nitrones
Nguyen, Thanh Binh,Beauseigneur, Alice,Martel, Arnaud,Dhal, Robert,Laurent, Mathieu,Dujardin, Gilles
, p. 611 - 620 (2010)
(Chemical Equation Presented) Amino acid derived nitrones were conveniently synthesized in good-to-excellent yields by condensation of α-ketoesters with N-benzylhydroxylamine. The cycloaddition reactions of these nitrones with different alkenes were investigated under thermal solvent-free conditions. Considering conversions, yields, and selectivities, alkyl vinyl ethers have proven to be valuable partners to achieve this transformation, which creates a tetrafunctionalized stereogenic quaternary center. Fromthe adducts derived from vinyl ethers, a three-step access to highly functionalized α-substituted amino acid derivatives is described.