Asymmetric synthesis of pyrimidyl alkanol without adding chiral substances by the addition of diisopropylzinc to pyrimidine-5-carbaldehyde in conjunction with asymmetric autocatalysis

Kenso Soai, Itaru Sato, Takanori Shibata, Soichiro Komiya, Masanobu Hayashi, Yohei Matsueda, Hikaru Imamura, Tadakatsu Hayase, Hiroshi Morioka, Hayami Tabira, Jun Yamamoto, Yasunori Kowata

Research output: Contribution to journalArticle

179 Citations (Scopus)

Abstract

Enantiomerically enriched pyrimidyl alkanol with either S or R configuration was obtained stochastically from the reaction between pyrimidine-5-carbaldehyde and diisopropylzinc without adding chiral substances in conjunction with subsequent asymmetric autocatalysis, leading to amplification of the enantiomeric excess.

Original languageEnglish
Pages (from-to)185-188
Number of pages4
JournalTetrahedron Asymmetry
Volume14
Issue number2
DOIs
Publication statusPublished - 2003 Jan 17
Externally publishedYes

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autocatalysis
pyrimidines
Amplification
synthesis
configurations
pyrimidine

ASJC Scopus subject areas

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

Cite this

Asymmetric synthesis of pyrimidyl alkanol without adding chiral substances by the addition of diisopropylzinc to pyrimidine-5-carbaldehyde in conjunction with asymmetric autocatalysis. / Soai, Kenso; Sato, Itaru; Shibata, Takanori; Komiya, Soichiro; Hayashi, Masanobu; Matsueda, Yohei; Imamura, Hikaru; Hayase, Tadakatsu; Morioka, Hiroshi; Tabira, Hayami; Yamamoto, Jun; Kowata, Yasunori.

In: Tetrahedron Asymmetry, Vol. 14, No. 2, 17.01.2003, p. 185-188.

Research output: Contribution to journalArticle

Soai, Kenso ; Sato, Itaru ; Shibata, Takanori ; Komiya, Soichiro ; Hayashi, Masanobu ; Matsueda, Yohei ; Imamura, Hikaru ; Hayase, Tadakatsu ; Morioka, Hiroshi ; Tabira, Hayami ; Yamamoto, Jun ; Kowata, Yasunori. / Asymmetric synthesis of pyrimidyl alkanol without adding chiral substances by the addition of diisopropylzinc to pyrimidine-5-carbaldehyde in conjunction with asymmetric autocatalysis. In: Tetrahedron Asymmetry. 2003 ; Vol. 14, No. 2. pp. 185-188.
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AU - Shibata, Takanori

AU - Komiya, Soichiro

AU - Hayashi, Masanobu

AU - Matsueda, Yohei

AU - Imamura, Hikaru

AU - Hayase, Tadakatsu

AU - Morioka, Hiroshi

AU - Tabira, Hayami

AU - Yamamoto, Jun

AU - Kowata, Yasunori

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