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Open AccessJournal ArticleDOI

Stereochemical and Steric Effects in Nucleophilic Substitution of α-Halo Ketones

J. William Thorpe, +1 more
- 15 Mar 1973 - 
- Vol. 51, Iss: 6, pp 927-935
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TLDR
Bimolecular substitution reactions of α-halo ketones with acetate and azide ions are remarkably insensitive to steric hindrance as mentioned in this paper, and 1-Bromo-4,4,dimethyl-2-pentanone (bromomethyl neopentyl ketone) is o...
Abstract
Bimolecular substitution reactions of α-halo ketones with acetate and azide ions are remarkably insensitive to steric hindrance. 1-Bromo-4,4-dimethyl-2-pentanone (bromomethyl neopentyl ketone) is o...

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Citations
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Journal ArticleDOI

Syntheses and transformations of α-azido ketones and related derivatives

TL;DR: This critical review aims to give an exhaustive overview on the synthesis and synthetic potential of α-azido ketones and related systems, an underestimated group of compounds.
Journal ArticleDOI

Preparation of Congested Thiophenes Carrying Bulky Substituents on the 3- and 4-Positions and Their Conversion to the Benzene Derivatives

TL;DR: In this article, the authors described the procedure of thiophene synthesis with high yields with loss of benzenesulfinic acid and sulfur dioxide, and showed that 3,4-di-tert-butyl-, o-di(1-adamantyl)-, o-dineopentyl-, and o-(1)-tertbutylbenzenes (17a−d) can be obtained in high yields.
Journal ArticleDOI

Kinetics and mechanism of the pyridinolysis of phenacyl bromides in acetonitrile

TL;DR: Kinetic studies of the reactions of substituted phenacyl bromides with pyridines are carried out in acetonitrile and positive deviations of the pi-acceptors, p-CH3CO and p-CN, are quite similar to those for the pyrIDinium ion formation equilibria.
Journal ArticleDOI

Bromoketone C-Glycosides, a New Class of β-Glucanase Inactivators†

TL;DR: Two novel bromoketone affinity labels based on a β-C-glucoside (6), and a β -C-cellobioside (9), have been synthesized via a chemoenzymatic process and tested as inactivators of the β- glucosidase from Agrobacterium sp.
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