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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 190, 2015 - Issue 8: 26th International Symposium on Organic Chemistry of Sulfur (ISOCS-26)
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Original Articles

Lithium Diisopropylamide (LDA) as an Efficient Reducing Agent for Thioketones—Mechanistic Consideration

Marcin JasińskiDepartment of Organic and Applied Chemistry, Faculty of Chemistry, University of Łódź, Łódź, Poland
,
Grzegorz MlostońDepartment of Organic and Applied Chemistry, Faculty of Chemistry, University of Łódź, Łódź, PolandCorrespondence[email protected]
,
Andreas GebertDepartment of Chemistry, University of Zurich, Zurich, Switzerland
&
Heinz HeimgartnerDepartment of Chemistry, University of Zurich, Zurich, Switzerland
Pages 1281-1284 | Received 12 Dec 2014, Accepted 20 Jan 2015, Published online: 03 Aug 2015
 
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GRAPHICAL ABSTRACT

Abstract

Treatment of thiocarbonyl compounds with excess of lithium diisopropylamide (LDA) leads to corresponding thiols or sulfides depending on the work-up procedure. The mechanistic scenario for this unusual reduction pathway is discussed.

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