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The Corey–Seebach reaction, or Seebach Umpolung is a name reaction of organic chemistry that allows for acylation by converting aldehydes into lithiated 1,3-dithianes.The lithiated 1,3-dithianes serves as an acyl anion equivalent, undergoing alkylation with electrophiles. [1]
It can be manufactured by oxidation of methanol or by the reaction of formaldehyde with methanol. In aqueous acid, it is hydrolyzed back to formaldehyde and methanol.. Due to the anomeric effect, dimethoxymethane has a preference toward the gauche conformation with respect to each of the C–O bonds, instead of the anti conformation.
Aliquat 336 is used as a phase transfer catalyst, [2] including in the catalytic oxidation of cyclohexene to 1,6-hexanedioic acid. [3] This reaction is an example of green chemistry, as it is more environmentally friendly than the traditional method of oxidizing cyclohexanol or cyclohexanone with nitric acid or potassium permanganate, which produce hazardous wastes.
Wiley-Interscience, 3rd edition, 1999, ISBN 0-471-16019-9; Wiley-Interscience, 4th edition, 2007, ISBN 0-471-69754-0; Wiley-Interscience, 5th edition, 2014, ISBN 9781118057483; Description: A comprehensive reference for the usage of protecting groups in organic synthesis. Importance: A reference publication.
The Corey–House synthesis (also called the Corey–Posner–Whitesides–House reaction and other permutations) is an organic reaction that involves the reaction of a lithium diorganylcuprate with an organic halide or pseudohalide (′) to form a new alkane, as well as an ill-defined organocopper species and lithium (pseudo)halide as byproducts.
Organic chemistry has a strong tradition of naming a specific reaction to its inventor or inventors and a long list of so-called named reactions exists, conservatively estimated at 1000. A very old named reaction is the Claisen rearrangement (1912) and a recent named reaction is the Bingel reaction (1993).