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

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

doi:10.1248/cpb.48.1536

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

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

Chemo-Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

7 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 language	English
Pages (from-to)	1536-1540
Number of pages	5
Journal	Chemical and Pharmaceutical Bulletin
Volume	48
Issue number	10
DOIs	https://doi.org/10.1248/cpb.48.1536
Publication status	Published - 2000

All Science Journal Classification (ASJC) codes

Chemistry(all)
Drug Discovery

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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.",

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AU - Kiguchi, T.

AU - Tsurusaki, Y.

AU - Yamada, S.

AU - Aso, M.

AU - Tanaka, M.

AU - Sakai, K.

AU - Suemune, H.

PY - 2000

Y1 - 2000

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AB - 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.

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JO - Chemical and Pharmaceutical Bulletin

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ER -

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

Abstract

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