Insight into acid-mediated asymmetric spirocyclization in the presence of a chiral diol

T. Kiguchi, Y. Tsurusaki, S. Yamada, Mariko Aso, M. Tanaka, K. Sakai, H. Suemune

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Asymmetric spirocyclization based on intramolecular conjugate addition using a combination of a Lewis acid and an optically active cyclohexane-1,2-diol has been studied in connection with 1) the effect of substituents on the cyclohexane-1,2-diol and 2) the effect of substituents on the substrate. This reaction was found to be both thermodynamically and kinetically controlled under restricted conditions.

Original languageEnglish
Pages (from-to)1536-1540
Number of pages5
JournalChemical and Pharmaceutical Bulletin
Volume48
Issue number10
DOIs
Publication statusPublished - Jan 1 2000

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Lewis Acids
Acids
Substrates
Cyclohexane

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

Cite this

Insight into acid-mediated asymmetric spirocyclization in the presence of a chiral diol. / Kiguchi, T.; Tsurusaki, Y.; Yamada, S.; Aso, Mariko; Tanaka, M.; Sakai, K.; Suemune, H.

In: Chemical and Pharmaceutical Bulletin, Vol. 48, No. 10, 01.01.2000, p. 1536-1540.

Research output: Contribution to journalArticle

Kiguchi, T, Tsurusaki, Y, Yamada, S, Aso, M, Tanaka, M, Sakai, K & Suemune, H 2000, 'Insight into acid-mediated asymmetric spirocyclization in the presence of a chiral diol' Chemical and Pharmaceutical Bulletin, vol. 48, no. 10, pp. 1536-1540. https://doi.org/10.1248/cpb.48.1536
Kiguchi, T. ; Tsurusaki, Y. ; Yamada, S. ; Aso, Mariko ; Tanaka, M. ; Sakai, K. ; Suemune, H. / Insight into acid-mediated asymmetric spirocyclization in the presence of a chiral diol. In: Chemical and Pharmaceutical Bulletin. 2000 ; Vol. 48, No. 10. pp. 1536-1540.
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