Synthesis of β-amino esters by the conjugate addition of nitrogen nucleophiles to α,β-unsaturated esters having chiral p-tolylsulfinyl groups

Haruo Matsuyama, Nobuhiro Itoh, Masato Yoshida, Nobumasa Kamigata, Sigeru Sasaki, Masahiko Iyoda

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

The conjugate addition of nitrogen nucleophiles to t-butyl (E)-2-(p-tolylsulfinyl)cinnamates (1) afforded the corresponding chiral β-amino esters, which are important building blocks for synthesis of biologically active polyamine alkaloids. The diastereoselectivity of the reactions was 49 to 89%, and (S)-β-amino esters were obtained from (R)-1 while (R)-β-amino esters were synthesized from (S)-1, respectively.

Original languageEnglish
Pages (from-to)375-376
Number of pages2
JournalChemistry Letters
Issue number4
DOIs
Publication statusPublished - 1997 Jan 1
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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