A highly effective asymmetric synthesis of α-hydroxy acids by alkylation of chiral n-(benzyloxyacetyl)-trans-2,5-bis(methoxymethoxymethyl)pyrrolidine

Masayuki Enomoto, Yoshio Ito, Tsutomu Katsuki, Masaru Yamaguchi

Research output: Contribution to journalArticle

57 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)1343-1344
Number of pages2
JournalTetrahedron Letters
Volume26
Issue number10
DOIs
Publication statusPublished - Jan 1 1985

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Stereoselectivity
Hydroxy Acids
Alkylation
Acids
pyrrolidine

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

A highly effective asymmetric synthesis of α-hydroxy acids by alkylation of chiral n-(benzyloxyacetyl)-trans-2,5-bis(methoxymethoxymethyl)pyrrolidine. / Enomoto, Masayuki; Ito, Yoshio; Katsuki, Tsutomu; Yamaguchi, Masaru.

In: Tetrahedron Letters, Vol. 26, No. 10, 01.01.1985, p. 1343-1344.

Research output: Contribution to journalArticle

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AU - Yamaguchi, Masaru

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