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Enantioselective syntheses of alpha-substituted glutamic acids and alpha,gamma-disubstituted glutamic acids by an asymmetric Strecker reaction



Enantioselective syntheses of alpha-substituted glutamic acids and alpha,gamma-disubstituted glutamic acids by an asymmetric Strecker reaction



Tetrahedron Letters 40(31): 5753-5756



The Strecker reaction of the product from the treatment of the sodium salt of gamma-keto acids with (S)-phenylglycinol followed by heating the products to 200 degreeC gives the bicyclic lactones 9 and 10. Alkylation of 9 provides 11 and 12. Both 9b and 11a are converted into the corresponding substituted glutamic acids via reductive cleavage and hydrolysis.

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