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A highly effective asymmetric synthesis of α-hydroxy acids by alkylation of chiral n-(benzyloxyacetyl)-trans-2,5-bis(methoxymethoxymethyl)pyrrolidine
Authors:Masayuki Enomoto  Yoshio Ito  Tsutomu Katsuki  Masaru Yamaguchi
Institution:Department of Chemistry, Kyushu University 33, Hakozaki, Higashi-ku, Fukuoka 812, Japan
Abstract:Alkylation of lithiated N-(benzyloxyacetyl)-trans-2,5-bis(mehtoxyymethoxymethyl)- pyrrolidine proceeded with high stereoselectivity (≥96% de) and subsequent transformations of the alkylated products gave synthetically useful α-benzyloxy acids or α-hydroxy acids of high enantiomeric purity.
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