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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 22
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Original Articles

A Novel Catechol Compound, an Unusual Side Reaction Product of a β-Ketoester with Pyruvic Aldehyde and Its Inhibition by Sodium Dithionite

Takeaki Kato Matsugaki Chemical Industries Co. Ltd., Kita-ku, Osaka, Japan
,
Masao Mochizuki Agricultural Chemicals Research Laboratory, Sumitomo Chemical Co., Ltd., Takarazuka, Hyogo, Japan
,
Shigeru Okano Agricultural Chemicals Research Laboratory, Sumitomo Chemical Co., Ltd., Takarazuka, Hyogo, Japan
&
Noritada Matsuo Agricultural Chemicals Research Laboratory, Sumitomo Chemical Co., Ltd., Takarazuka, Hyogo, Japan
Pages 3977-3982 | Received 07 May 2003, Published online: 19 Aug 2006
 
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Abstract

The structure of an usual catechol byproduct in the aldol condensation of the salt of 3-oxo-6-heptenoate and pyruvic aldehyde, and the discovery of an additive to inhibit its formation are described.

Acknowledgments

We are grateful to Professor A. S. Kende of the University of Rochester, Rochester, NY (USA) for his invaluable suggestions on the reaction mechanism of the catechol formation in addition to checking a draft.

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