Chiral primary amino alcohol organobase catalysts for the asymmetric Diels-Alder reactions of anthrones with maleimides

Jun Kumagai; Teppei Otsuki; U. V. Subba Reddy; Yoshihito Kohari; Chigusa Seki; Koji Uwai; Yuko Okuyama; Eunsang Kwon; Michio Tokiwa; Mitsuhiro Takeshita; Hiroto Nakano

doi:10.1016/j.tetasy.2015.10.022

Chiral primary amino alcohol organobase catalysts for the asymmetric Diels-Alder reactions of anthrones with maleimides

Jun Kumagai, Teppei Otsuki, U. V. Subba Reddy, Yoshihito Kohari, Chigusa Seki, Koji Uwai, Yuko Okuyama, Eunsang Kwon, Michio Tokiwa, Mitsuhiro Takeshita, Hiroto Nakano

SCI - Research and Analytical Center for Giant Molecules

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

23 Citations (Scopus)

Abstract

Simple chiral triethylsilyl-amino alcohol organocatalysts containing a bulky triethylsilyl group on the oxygen atom at the γ-position were designed and synthesized as new organocatalysts for enantioselective Diels-Alder reactions of anthrones with maleimides to produce chiral hydroanthracene Diels-Alder adducts in up to 99% yield and with up to 94% ee.

Original language	English
Pages (from-to)	1423-1429
Number of pages	7
Journal	Tetrahedron Asymmetry
Volume	26
Issue number	24
DOIs	https://doi.org/10.1016/j.tetasy.2015.10.022
Publication status	Published - 2015 Dec 31

ASJC Scopus subject areas

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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abstract = "Simple chiral triethylsilyl-amino alcohol organocatalysts containing a bulky triethylsilyl group on the oxygen atom at the γ-position were designed and synthesized as new organocatalysts for enantioselective Diels-Alder reactions of anthrones with maleimides to produce chiral hydroanthracene Diels-Alder adducts in up to 99% yield and with up to 94% ee.",

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T1 - Chiral primary amino alcohol organobase catalysts for the asymmetric Diels-Alder reactions of anthrones with maleimides

AU - Kumagai, Jun

AU - Otsuki, Teppei

AU - Subba Reddy, U. V.

AU - Kohari, Yoshihito

AU - Seki, Chigusa

AU - Uwai, Koji

AU - Okuyama, Yuko

AU - Kwon, Eunsang

AU - Tokiwa, Michio

AU - Takeshita, Mitsuhiro

AU - Nakano, Hiroto

PY - 2015/12/31

Y1 - 2015/12/31

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AB - Simple chiral triethylsilyl-amino alcohol organocatalysts containing a bulky triethylsilyl group on the oxygen atom at the γ-position were designed and synthesized as new organocatalysts for enantioselective Diels-Alder reactions of anthrones with maleimides to produce chiral hydroanthracene Diels-Alder adducts in up to 99% yield and with up to 94% ee.

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Chiral primary amino alcohol organobase catalysts for the asymmetric Diels-Alder reactions of anthrones with maleimides

Abstract

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