Asymmetric autocatalysis of 5-carbamoyl-3-pyridyl alkanols with amplification of enantiomeric excess

Shigehisa Tanji, Yasutaka Kodaka, Atsushi Ohno, Takanori Shibata, Itaru Sato, Kenso Soai

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

5-Carbamoyl-3-pyridyl alkanols with low e.e. act as asymmetric autocatalysts in the consecutive asymmetric autocatalytic addition of diisopropylzinc to 5-carbamoyl-3-pyridinecarbaldehydes. The e.e. of pyridyl alkanol amplified up to 88% e.e. without the need for any other chiral auxiliary. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)4249-4253
Number of pages5
JournalTetrahedron Asymmetry
Volume11
Issue number21
Publication statusPublished - 2000 Nov 3
Externally publishedYes

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autocatalysis
Amplification

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Drug Discovery

Cite this

Asymmetric autocatalysis of 5-carbamoyl-3-pyridyl alkanols with amplification of enantiomeric excess. / Tanji, Shigehisa; Kodaka, Yasutaka; Ohno, Atsushi; Shibata, Takanori; Sato, Itaru; Soai, Kenso.

In: Tetrahedron Asymmetry, Vol. 11, No. 21, 03.11.2000, p. 4249-4253.

Research output: Contribution to journalArticle

Tanji, S, Kodaka, Y, Ohno, A, Shibata, T, Sato, I & Soai, K 2000, 'Asymmetric autocatalysis of 5-carbamoyl-3-pyridyl alkanols with amplification of enantiomeric excess', Tetrahedron Asymmetry, vol. 11, no. 21, pp. 4249-4253.
Tanji, Shigehisa ; Kodaka, Yasutaka ; Ohno, Atsushi ; Shibata, Takanori ; Sato, Itaru ; Soai, Kenso. / Asymmetric autocatalysis of 5-carbamoyl-3-pyridyl alkanols with amplification of enantiomeric excess. In: Tetrahedron Asymmetry. 2000 ; Vol. 11, No. 21. pp. 4249-4253.
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