82464-38-8Relevant academic research and scientific papers
Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand
Zhao, Jiangui,Zheng, Xueli,Tao, Shaokun,Zhu, Yuxin,Yi, Jiwei,Tang, Songbai,Li, Ruixiang,Chen, Hua,Fu, Haiyan,Yuan, Maolin
supporting information, p. 6067 - 6072 (2021/08/16)
The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes has been achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which affords various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.
Conjugated enyne synthesis by rearrangement of acetylenic epoxides mediated by low-valence organotitanium and organozirconium reagents
Denichoux, Aurélien,Cyklinsky, Mathieu,Chemla, Fabrice,Ferreira, Franck,Pérez-Luna, Alejandro
, p. 1001 - 1005 (2013/06/27)
The rearrangement of acetylenic epoxides mediated by low-valence organotitanium and organozirconium reagents is -reported to give conjugated enynes. Moderate to good yields and high selectivities are obtained when using the organozirconium(II) Negishi rea
An expeditious and atom-economical synthesis of a new generation of substituted [4.6.4.6]fenestradienes
Charpenay, Melanie,Boudhar, Aicha,Blond, Gaelle,Suffert, Jean
supporting information; experimental part, p. 4379 - 4382 (2012/06/29)
With finesse and strain: Highly strained derivatives of fenestranes, [4.6.4.6]fenestradienes, have been prepared using a remarkable reaction cascade featuring a 4-exo-dig cyclocarbopalladation, a Sonogashira-type coupling, a regioselective alkynylation, and an 8π/6π electrocyclization sequence. Copyright
Regio- and stereoselective cyclopropanation of functionalised dienes. Novel methodology for the synthesis of vinyl- and divinyl-cyclopropanes
Markó, István E.,Giard, Thierry,Sumida, Shinichi,Gies, Anne-Elisabeth
, p. 2317 - 2320 (2007/10/03)
Dienes, bearing an electron-withdrawing substituent at C-1, are cyclopropanated regio- and stereoselectively at the C-C double bond proximal to this electron-withdrawing group. The highest selectivity is observed in the case of dienylboronates. The cyclopropanation of these substrates affords almost exclusively the synthetically useful 1-boronato-2-vinyl-cyclopropanes.
A straightforward synthesis of symmetrical polyendiynes by dimerization reactions of silyl derivatives
Babudri, Francesco,Fiandanese, Vito,Marchese, Giuseppe,Punzi, Angela
, p. 251 - 257 (2007/10/03)
A straightforward synthesis of polyendiynes is described. The method is based upon a simple dimerization reaction of silylated enynes in the presence of copper salts. A variety of polyunsaturated compounds have been obtained in high yields and with high retention of configuration.
A convenient one-pot synthesis of (E)-silylated conjugated enynes from 1,1-bis(trimethylsilyl)-2-propyne and carbonyl derivatives
Pornet, Jacques,Princet, Bruno,Mevaa, Luc Mbaze,Miginiac, Leone
, p. 2099 - 2111 (2007/10/03)
1,1-Bis(trimethylsilyl)-2-propyne, prepared from propargyltrimethylsilane, was reacted, in the presence of a Lewis acid, with electrophiles (aldehydes, acetals) to afford (E)-silylated conjugated enynes.
On the Double Bond Isostere of the Peptide Bond: Preparation of an Enkephalin Analogue
Hann, Michael M.,Sammes, Peter G.,Kennewell, Peter D.,Taylor, John B.
, p. 307 - 314 (2007/10/02)
Methodology for preparing dipeptide analogues in which a carbon -carbon double bond replaces the normal amide bond is described.Thus, the protected tyrosylglycine analogue, (S)-trans-5-t-butyloxycarbonylamino-6-(4-t-butoxyphenyl)hex-3-enoic acid has been synthesised and incorporated into the Leu-enkephalin analogue (3) by condensation with glycylphenylalanyl-leucine.The enkephalin analogue retained biological activity.The significance of this isosteric replacement of the amide group is discussed.
