Stereoselective alkylation of chiral glycine enolate synthons. The enantioselective synthesis of α-amino acid derivatives.

JF Dellaria, DS Bernard

Index: Dellaria, Joseph F.; Santarsiero, Bernard D. Tetrahedron Letters, 1988 , vol. 29, # 47 p. 6079 - 6082

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Citation Number: 49

Abstract

Abstract The highly stereoselective alkylation (% de= 99.6 to 97.6) of a new chiral glycine enolate synthon derived from D-2-phenylglycinol is described. Deprotection of the alkylation adducts in a one-pot three-step procedure provides the ethyl ester hydrochloride salts of the corresponding α-amino acids with no attending racemization.