Enantioselective synthesis of substituted 3-quinolyl alkanols and their application to asymmetric autocatalysis

Itaru Sato; Tomohiko Nakao; Rie Sugie; Tsuneomi Kawasaki; Kenso Soai

doi:10.1055/s-2004-822402

Enantioselective synthesis of substituted 3-quinolyl alkanols and their application to asymmetric autocatalysis

Itaru Sato, Tomohiko Nakao, Rie Sugie, Tsuneomi Kawasaki, Kenso Soai

SCI - Research and Analytical Center for Giant Molecules

Research output: Contribution to journal › Article

16 Citations (Scopus)

Abstract

Enantioenriched 3-quinolyl alkanols act as asymmetric autocatalysts in the addition of diisopropylzinc to the corresponding substituted quinoline-3-carbaldehydes, to afford themselves with an amplified enantiomeric excess (ee) of up to 97%.

Original language	English
Pages (from-to)	1419-1428
Number of pages	10
Journal	Synthesis
Issue number	9
DOIs	https://doi.org/10.1055/s-2004-822402
Publication status	Published - 2004 Jun 18

Keywords

Asymmetric amplification
Asymmetric catalysis
Autocatalysis
Chirality
Quinoline

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1055/s-2004-822402

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abstract = "Enantioenriched 3-quinolyl alkanols act as asymmetric autocatalysts in the addition of diisopropylzinc to the corresponding substituted quinoline-3-carbaldehydes, to afford themselves with an amplified enantiomeric excess (ee) of up to 97%.",

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AU - Sato, Itaru

AU - Nakao, Tomohiko

AU - Sugie, Rie

AU - Kawasaki, Tsuneomi

AU - Soai, Kenso

PY - 2004/6/18

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N2 - Enantioenriched 3-quinolyl alkanols act as asymmetric autocatalysts in the addition of diisopropylzinc to the corresponding substituted quinoline-3-carbaldehydes, to afford themselves with an amplified enantiomeric excess (ee) of up to 97%.

AB - Enantioenriched 3-quinolyl alkanols act as asymmetric autocatalysts in the addition of diisopropylzinc to the corresponding substituted quinoline-3-carbaldehydes, to afford themselves with an amplified enantiomeric excess (ee) of up to 97%.

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KW - Asymmetric catalysis

KW - Autocatalysis

KW - Chirality

KW - Quinoline

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