The direct catalytic asymmetric aldol reaction of α-substituted nitroacetates with aqueous formaldehyde under base-free neutral phase-transfer conditions

Seiji Shirakawa; Kensuke Ota; Shogo J. Terao; Keiji Maruoka

doi:10.1039/C2OB07193B

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Organic & Biomolecular Chemistry

Issue 30, 2012

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The direct catalytic asymmetric aldol reaction of α-substituted nitroacetates with aqueous formaldehyde under base-free neutral phase-transfer conditions

Seiji Shirakawa,^a Kensuke Ota,^a Shogo J. Terao^a and Keiji Maruoka*^a

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Laboratory of Synthetic Organic Chemistry and Special Laboratory of Organocatalytic Chemistry, Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Japan
E-mail: maruoka@kuchem.kyoto-u.ac.jp ;
Fax: +81-75-753-4041 ;
Tel: +81-75-753-4041

Org. Biomol. Chem., 2012,10, 5753-5755

DOI: 10.1039/C2OB07193B
Received 29 Dec 2011, Accepted 30 Jan 2012
First published online 30 Jan 2012

This article is part of themed collection: Organic & Biomolecular Chemistry 10th Anniversary

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Enantioselective direct aldol reaction of α-substituted nitroacetates with aqueous formaldehyde for the synthesis of α-alkyl serines has been achieved under base-free neutral phase-transfer conditions with a bifunctional chiral phase-transfer catalyst.

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