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Catalytic Generation of Indium Hydride in a Highly Diastereoselective Reductive Aldol Reaction

Authors

  • Ikuya Shibata Dr.,

    1. Department of Molecular Chemistry, Science and Technology Center for Atom, Molecules and Ions Control, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan, Fax: (+81) 66879-7387
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  • Hirofumi Kato,

    1. Department of Molecular Chemistry, Science and Technology Center for Atom, Molecules and Ions Control, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan, Fax: (+81) 66879-7387
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  • Tatsuya Ishida,

    1. Department of Molecular Chemistry, Science and Technology Center for Atom, Molecules and Ions Control, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan, Fax: (+81) 66879-7387
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  • Makoto Yasuda Dr.,

    1. Department of Molecular Chemistry, Science and Technology Center for Atom, Molecules and Ions Control, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan, Fax: (+81) 66879-7387
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  • Akio Baba Prof. Dr.

    1. Department of Molecular Chemistry, Science and Technology Center for Atom, Molecules and Ions Control, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan, Fax: (+81) 66879-7387
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  • This research was carried out at the Strategic Research Base “Handai Frontier Research Center” supported by the Japanese Government's Special Coordination Fund for Promoting Science and Technology, and was partially supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Science, Sports, and Culture.

Abstract

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Die Eintopfsynthese von β-Hydroxyketonen gelingt durch reduktive Aldolreaktion von Enonen mit Aldehyden in Gegenwart von Et3SiH und einer katalytischen Menge InBr3 (siehe Schema). Die Reaktion ist hoch diastereoselektiv, und der Startaldehyd wird nicht reduziert. Hinsichtlich der Bandbreite an verwendbaren Enon- und Aldehydsubstraten ist die Methode konventionellen reduktiven Aldolreaktionen überlegen.

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