Ether Epoxy Research Articles

Tremorine-antagonistic cyclic ketals. The reactions of epoxy ethers with ethylene chlorohydrin.

Tremorine-antagonistic cyclic ketals. The reactions of epoxy ethers with ethylene chlorohydrin.

The Mechanism and Stereochemistry of Formation and Cleavage of Epoxy Ethers.1 III2

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTThe Mechanism and Stereochemistry of Formation and Cleavage of Epoxy Ethers.1 III2Harshadkumar Patel and G. HiteCite this: J. Org. Chem. 1965, 30, 12, 4337–4338Publication Date (Print):December 1, 1965Publication History Published online1 May 2002Published inissue 1 December 1965https://doi.org/10.1021/jo01023a519RIGHTS & PERMISSIONSArticle Views28Altmetric-Citations4LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (302 KB) Get e-Alerts Get e-Alerts

Chemistry of Some 3-Benzoylpiperidines

Syntheses of 3-chloro-3-benzoylpiperidine and the corresponding diastereoisomeric (+)-10-camphorsulfonamides have been described. Although neither 3-chloronor 3-hydroxy-3-benzoylpiperidine could be resolved, von Braun demethylation of the corresponding easily resolvable N -methyl α -chloro and N -methyl α -acetoxy ketones was successful. Both α - and β -(+)-1-(10-camphorsulfonyl)-3-chloro-3-benzoylpiperidine represent models for the study of the scope of epoxy ether cleavage and formation from α -halo ketones. The von Braun demethylation of 1-methyl-3-benzoyl-3-acetoxypiperidine is the method of choice for the synthesis of racemic and optically active potential local anesthetic N -alkyl-3-benzoyl-3-acyloxypiperidines. The combined sequences afford a pathway for relating the configurations of (+)-1-methyl-3-benzoyl-3-hydroxypiperidine and (–)-1-methyl-3-benzoyl-3-chloropiperidine. The development of the synthetic scheme and of the design of the model sulfonamides and the implications of the configurational studies are discussed.

The Mechanism and Stereochemistry of Formation and Cleavage of Epoxy Ethers.1 II2,3

The Mechanism and Stereochemistry of Formation and Cleavage of Epoxy Ethers.¹ II^2,3

Epoxy Ethers. XX.1 Synthesis of Diamines, Morpholines, and Piperazines

Epoxy Ethers. XX.¹ Synthesis of Diamines, Morpholines, and Piperazines

The Mechanism and Stereochemistry of Formation and Cleavage of Epoxy Ethers. I2,3

The Mechanism and Stereochemistry of Formation and Cleavage of Epoxy Ethers. I^2,3