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Enantioselective Aldol Reactions with a Phosphoenolpyruvate Equivalent: Asymmetric Synthesis of 4-Hydroxy-2-oxocarboxylic Acid Esters

1993; Wiley; Volume: 32; Issue: 3 Linguagem: Inglês

10.1002/anie.199304211

1521-3773

Dieter Enders, Hubert Dyker, Gerhard Raabe,

Synthetic Organic Chemistry Methods

Angewandte Chemie International Edition in EnglishVolume 32, Issue 3 p. 421-423 Communication Enantioselective Aldol Reactions with a Phosphoenolpyruvate Equivalent: Asymmetric Synthesis of 4-Hydroxy-2-oxocarboxylic Acid Esters†‡ Prof. Dr. Dieter Enders, Corresponding Author Prof. Dr. Dieter Enders Institut für Organische Chemie der Technischen Hochschule, Professor-Pirlet-Strasse 1, D-W-5100 Aachen (FRG)Institut für Organische Chemie der Technischen Hochschule, Professor-Pirlet-Strasse 1, D-W-5100 Aachen (FRG)Search for more papers by this authorDr. Hubert Dyker, Dr. Hubert Dyker Institut für Organische Chemie der Technischen Hochschule, Professor-Pirlet-Strasse 1, D-W-5100 Aachen (FRG)Search for more papers by this authorDr. Gerhard Raabe, Dr. Gerhard Raabe Institut für Organische Chemie der Technischen Hochschule, Professor-Pirlet-Strasse 1, D-W-5100 Aachen (FRG)Search for more papers by this author Prof. Dr. Dieter Enders, Corresponding Author Prof. Dr. Dieter Enders Institut für Organische Chemie der Technischen Hochschule, Professor-Pirlet-Strasse 1, D-W-5100 Aachen (FRG)Institut für Organische Chemie der Technischen Hochschule, Professor-Pirlet-Strasse 1, D-W-5100 Aachen (FRG)Search for more papers by this authorDr. Hubert Dyker, Dr. Hubert Dyker Institut für Organische Chemie der Technischen Hochschule, Professor-Pirlet-Strasse 1, D-W-5100 Aachen (FRG)Search for more papers by this authorDr. Gerhard Raabe, Dr. Gerhard Raabe Institut für Organische Chemie der Technischen Hochschule, Professor-Pirlet-Strasse 1, D-W-5100 Aachen (FRG)Search for more papers by this author First published: March 1993 https://doi.org/10.1002/anie.199304211Citations: 29 † This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie. We thank Degussa AG, BASF AG, Bayer AG, and Hoechst AG for donating samples of chemicals. H. D. thanks the Fonds der Chemischen Industrie for a Kekulé stipend. ‡ Dedicated to Professor Rudolf Hoppe on the occasion of his 70th birthday AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat Graphical Abstract A copy of a transformation in nature, the enantioselective transfer of pyruvate unit 1 to aldehydes is reported here. This new process which employs the hydrazone method allows the efficient synthesis of enantiomerically pure, benzyloxymethyl(BOM)-protected 4-hydroxy-2-oxocarboxylic acid esters (R)- and (S)-2. Citing Literature Volume32, Issue3March 1993Pages 421-423 RelatedInformation