Tandem Claisen Rearrangement Research Articles

Complexation of Fullerenes with Bis-calix[n]arenes Synthesized by Tandem Claisen Rearrangement1

Bis-calix[n]arenes that are singly and doubly bridged at the upper rims with 2-butenyl or 2-methylenepropyl moieties have been prepared by tandem Claisen rearrangement of bis-calix[n]arenes that are singly and doubly bridged via ether linkages at the lower rims with these same spanners. The complexation behavior of these bis-calixarenes toward C60 and C70 has been measured, and a calix[5]arene singly bridged at the upper rims with a 2-butenyl spanner and carrying allyl groups at all of the other available p-positions has been found to be particularly effective.

ChemInform Abstract: Lewis‐Acid‐Assisted “Tandem Claisen Rearrangement”: Application to the Synthesis of a New Type of Macrocycle Containing Phenolic Moieties.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Lewis-Acid-Assisted “Tandem Claisen Rearrangement”: Application to the Synthesis of a New Type of Macrocycle Containing Phenolic Moieties

Abstract Tandem Claisen rearrangement promoted by Et2AlCl and 2-methyl-2-butene has produced better results than thermal rearrangement at synthesizing a new type of macrocycles containing phenolic moieties, from the corresponding macrocyclic polyether compound in a dramatically fast reaction with a good yield under mild conditions.

Synthesis of novel crownophanes containing two phenolic moieties via a tandem claisen rearrangement

A series of crownophanes containing two phenolic moieties within a macrocyclic ring have been successfully synthesized by a one-step thermal reaction from the corresponding macrocyclic polyethers by using a “Tandem Claisen Rearrangement”.

Tandem Claisen Rearrangement: A Novel, One-Step Synthesis of Calixarene Analogues from Macrocyclic Polyethers

ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTTandem Claisen Rearrangement: A Novel, One-Step Synthesis of Calixarene Analogues from Macrocyclic PolyethersKazuhisa Hiratani, Kazuyuki Kasuga, Midori Goto, and Hirotaka UzawaView Author Information National Institute of Materials and Chemical Research 1-1 Higashi, Tsukuba, Ibaraki 305, Japan Cite this: J. Am. Chem. Soc. 1997, 119, 51, 12677–12678Publication Date (Web):December 24, 1997Publication History Received10 July 1997Revised5 November 1997Published online24 December 1997Published inissue 1 December 1997https://doi.org/10.1021/ja9722887Copyright © 1997 American Chemical SocietyRIGHTS & PERMISSIONSArticle Views651Altmetric-Citations41LEARN 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 Read OnlinePDF (111 KB) Get e-AlertsSupporting Info (3)»Supporting Information Supporting Information SUBJECTS:Aromatic compounds,Claisen rearrangement,Hydrocarbons,Organic polymers,Solvents Get e-Alerts

Synthesis of cyclopentanone derivatives with polystyrene-supported cyclopentadienyl rhodium catalysts

An efficient and reusable polystyrene-supported η 5-cyclopentadienyl rhodium catalyst is prepared and applied to the synthesis of substituted cyclopentanones either via hydrocarbonylative cyclization starting from 1,4-dienes or from allyl vinyl ethers via tandem Claisen rearrangement and intramolecular hydroacylation of the 4-pentenal intermediates.

Synthesis of (–)-furodysinin from (+)-limonene

Furodysinin is synthesised by elaboration of (1R, 2R)-(+)-limonene oxide; key reactions include a tandem Claisen rearrangement–ene reaction and trapping of a conjugate adduct of an enone providing a bicyclic precursor of the sesquitepene.

ChemInform Abstract: Metal‐Mediated One‐Pot Synthesis of Cyclopentanones from Allyl Vinyl Ethers or Diallyl Ethers via Tandem Claisen Rearrangement and Hydroacylation.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Convenient two-step syntheses of seselin and angelicin derivatives

Convenient two-step approaches are described for the syntheses of seselin ( 3a), seselin and angelicin derivatives ( 3b–d and 5a–d) from 2,4-dihydroxybenzaldehyde ( 1a) and 2,4-dihydroxyacetophenone ( 1b) using tandem Claisen rearrangement and Wittig reaction.

Metal Mediated One-Pot Synthesis of Cyclopentanones from Allyl Vinyl Ethers or Diallyl Ethers via Tandem Claisen Rearrangement and Hydroacylation

Metal Mediated One-Pot Synthesis of Cyclopentanones from Allyl Vinyl Ethers or Diallyl Ethers via Tandem Claisen Rearrangement and Hydroacylation

Efficient synthesis of 6-prenylcoumarins; total syntheses of suberosin, toddaculin, O-methylapigravin (O-methylbrosiperin) and O-methylbalsamiferone

Synthesis of naturally occuring 6-prenylcoumarins 1a, b, 2c, and 3b and their derivatives 6a–c is described, starting from 2-prenyloxybenzaldehydes 4a–c, using a tandem Claisen rearrangement and Wittig reaction.

Regioselective Synthesis of 2,4-, 2,5-, and 2,4,5-Substituted Furans from Aldehydes or Ketones and 1,1-Dibromo-3-phenyl-1-butene

A new [ 3 + 2] annulation to 2,4-, 2.5-, and 2,4,5 - substituted furans (15 examples) starting from aldehydes or ketones and 1,1-dibromo-3-phenyl-1-butene upon treating with KO-t-Bu in THF in a single step is developed. The reaction proceeds via dehydrobromination, SN2′ - substitution, and a tandem Claisen rearrangement - cyclization reaction.

A new, highly efficient method for isocarbacyclin synthesis based on tandem Claisen rearrangement and ene reactions

Synthese d'isocarbacycline a partir d'4-acetoxy cyclopent-«2»-enone et de 4-[t-butyldimethylsiloxy] non-«1»-enyl cuivre lithium