87763-90-4Relevant academic research and scientific papers
Intermolecular Diels-Alder Cycloaddition/Cross-Coupling Sequences of 2-Bromo-1,3-butadienes
Aitken, Harry R. M.,Brimble, Margaret A.,Choi, Hans,Furkert, Daniel P.,Hume, Paul A.,S?hnel, Tilo,Schulte, Tim,Shirley, Harry J.
, (2020)
2-Bromo-1,3-butadienes are demonstrated to be effective substrates for tandem Diels-Alder/transition metal cross-coupling reaction sequences. Intermolecular cycloaddition of a 2-bromo-1,3-diene with activated dienophiles proceeded under Lewis acid catalys
One-pot synthesis of novel ether-linked diisoxazole derivatives via sequential O-propargylation and 1,3-dipolar cycloaddition from 2-bromohomoallylic alcohols
Zhang, Xiao-Lan,Wei, Mei-Hong,Chen, Jun-Min,Liu, Xiao-Ling
, p. 97 - 103 (2019/11/16)
A simple and efficient, one-pot approach for the synthesis of ether-linked diisoxazole derivatives has been developed through sequential reactions, which includes O-propargylation of 2-bromohomoallylic alcohols with propargyl bromide in the presence of so
A Copper Catalyst with a Cinchona-Alkaloid-Based Sulfonamide Ligand for Asymmetric Radical Oxytrifluoromethylation of Alkenyl Oximes
Li, Xi-Tao,Gu, Qiang-Shuai,Dong, Xiao-Yang,Meng, Xiang,Liu, Xin-Yuan
supporting information, p. 7668 - 7672 (2018/05/30)
A copper-catalyzed asymmetric radical oxytrifluoromethylation of alkenyl oxime and Togni's reagent has been successfully developed, thereby providing straightforward access to CF3-containing isoxazolines bearing α-tertiary stereocenters with excellent yield and enantioselectivity. The key to success is the rational design of cinchona-alkaloid-based sulfonamides as neutral/anionic hybrid ligands to effectively control the stereochemistry in copper-catalyzed reactions involving free alkyl radical species. The utility of this method is illustrated by efficient transformation of the products into useful chiral CF3-containing 1,3-aminoalcohols.
1,4-hydroiodination of dienyl alcohols with tmsi to form homoallylic alcohols containing a multisubstituted Z -alkene and application to prins cyclization
Xu, Yongjin,Yin, Zhiping,Lin, Xinglong,Gan, Zubao,He, Yanyang,Gao, Lu,Song, Zhenlei
supporting information, p. 1846 - 1849 (2015/04/27)
A regioselective 1,4-hydroiodination of dienyl alcohols has been developed using trimethylsilyl iodide as Lewis acid and iodide source. A range of homoallylic alcohols containing a multisubstituted Z-alkene was synthesized with good to excellent configurational control. The approach was applied in sequential hydroiodination/Prins cyclization to afford multisubstituted tetrahydropyrans diastereoselectively.
TMSBr/InBr3-promoted Prins cyclization/homobromination of dienyl alcohol with aldehyde to construct cis-THP containing an exocyclic E-alkene
Li, Linjie,Sun, Xianwei,He, Yanyang,Gao, Lu,Song, Zhenlei
supporting information, p. 14925 - 14928 (2015/10/06)
A TMSBr/InBr3-promoted Prins cyclization/homobromination reaction of dienyl alcohol with aldehyde has been developed to construct a unique cis-E THP shown as the A ring in (-)-exiguolide and the B ring in bryostatins.
One-pot sequential deoximation and allylation reactions of aldoximes in aqueous solution
Lin, Mei-Huey,Lin, Long-Zhi,Chuang, Tsung-Hsun,Liu, Han-Jun
experimental part, p. 2630 - 2635 (2012/04/23)
A simple procedure has been developed for conducting tin-mediated deoximation and allylation reactions of aldoximes in water to form homoallylic alcohols. Employing the new conditions, various homoallylic alcohols were produced in good to excellent yields
An efficient indium-mediated 2-bromoallylation of aldehydes at low temperature in aqueous DMF
Kim, Yu Mi,Lee, Sangku,Kim, Sung Hwan,Kim, Jae Nyoung
experimental part, p. 3240 - 3242 (2011/06/28)
An efficient synthesis of 2-bromohomoallylic alcohols was carried out via an indium-mediated Barbier-type 2-bromoallylation of aldehydes in moderate yields. The reaction was performed at low temperature (-20 °C) in aqueous DMF in order to minimize decompo
Indium mediated allylation and propargylation reactions of dimethyl acetals and ketals
Kwon, Jin Sun,Pae, Ae Nim,Choi, Kyung Il,Koh, Hun Yeong,Kim, Youseung,Cho, Yong Seo
, p. 1957 - 1959 (2007/10/03)
Indium mediated allylation and propargylation reactions of acetals and ketals with various allyl or propargyl bromides in aqueous media successfully provided the corresponding homoallylic or homopropargylic (and allenylic) alcohol, respectively, in moderate to good yields. Highly chemoselective allylation is also described. The ketal and aryl acetal could be selectively allylated over the aliphatic one in 80-84% yields.
Synthesis of biaryls by intramolecular radical aryl migration from silicon to carbon
Studer, Armido,Bossart, Martin,Vasella, Tomaso
, p. 985 - 988 (2007/10/03)
(equation presented) A new method for the preparation of biaryls via intramolecular 1,5 aryl migration reaction from silicon in silyl ethers to aryl radicals is presented. Various readily available diphenylsilyl ethers can be used as substrates in this reaction. Functionalized aryl groups can also be transferred. The analogous 1,4 aryl migration reaction is less efficient.
Unusual Pt-catalyzed stereo and regioselective intramolecular hydrosilylation of propargyl alcohols to (E,E)-1,6-dioxa-2,7-disila-3,8-ecidienes
Caporusso, Anna Maria,Barontini, Silvia,Pertici, Paolo,Vitulli, Giovanni,Salvadori, Piero
, p. 57 - 59 (2007/10/03)
Stereo- and regioselective functionalization of propargyl alcohols have been achieved via intramolecular hydrosilylation reaction promoted by solvated Pt-atoms.
