20412-92-4Relevant academic research and scientific papers
Organocatalytic Asymmetric [4+2] Cycloaddition of 1-Acetylcyclopentene and 1-Acetylcyclohexene for the Synthesis of Fused Carbocycles
Nath, Utpal,Pan, Subhas Chandra
, p. 6457 - 6461 (2017)
The first organocatalytic asymmetric [4+2]-cycloaddition reaction of 1-acetylcyclopentenes and 1-acetylcyclohexenes was developed. Enones having cyano groups were used as the dienophiles in this method. The reaction provides a useful practical route to th
Imidazolium ylide mediated tandem Knoevenagel–Michael–O-cyclization sequence for the synthesis of multi-substituted 4,5-dihydrofurans
Sathiyamoorthi, Sivakumar,Almansour, Abdulrahman I.,Raju, Suresh Kumar,Natarajan, Arumugam,Kumar, Raju Ranjith
, p. 234 - 244 (2021)
The stereoselective syntheses of novel trans-5-aroyl-2,4-diaryl-4,5-dihydrofuran-3-carbonitriles have been achieved via a one-pot, three-component tandem protocol involving aroyl acetonitriles, aromatic aldehydes, and imidazolium ylide in the presence of
Magnesium Halide-Catalyzed Synthesis of Oxaspiro[2.5]octenes from a Methylenecyclopropane and Acyl Cyanoalkenes
Ogura, Kazuki,Shibata, Ikuya,Shimazu, Jun-ya,Suzuki, Itaru
supporting information, p. 2785 - 2787 (2021/06/26)
MgX2-catalyzed annulation of methylenecyclopropanes with acyl cyanoalkenes was accomplished to give oxaspiro[2.5]octenes in excellent yields. The reaction proceeded through a rare intramolecular oxa-Michael addition of Mg enolate. The oxaspiro
Substituent-Controlled Divergent Cascade Cycloaddition Reactions of Chalcones and Arylalkynols: Access to Spiroketals and Oxa-Bridged Fused Heterocycles
Chang, Weixing,Kong, Jingyang,Li, Jing,Liu, Lingyan,Wang, Hongkai,Zeng, Tianlong
supporting information, p. 4024 - 4032 (2021/07/12)
Herein, we report substituent-controlled divergent cascade cycloaddition reactions of chalcones and arylalkynols in the presence of PtI2. Depending on the substituent on the chalcone, either spiroketals or oxa-bridged fused heterocycles could be obtained in the ranges of 86–97% and 87–95% yields under identical reaction conditions. Control experiments were carried out to elucidate the origin of the high chemoselectivity. These provide a method for the synthesis of a diverse array of structurally complex oxygen-containing heterocycles. (Figure presented.).
Dienamine-Mediated Asymmetric Inverse-Electron-Demand Hetero-Diels–Alder Reaction of Linear Deconjugated Enones: Diversity-Oriented Synthesis of 3,4-Dihydropyrans
Maity, Rajendra,Pan, Subhas Chandra
supporting information, p. 871 - 874 (2017/02/15)
The first organocatalytic asymmetric inverse-electron-demand Diels–Alder reaction of deconjugated enones by using a linear dienamine was explored. Electron-poor oxadienes having a cyano group were found to be suitable in this reaction. With a 20 mol-% loa
Tandem cross-Rauhut-Currier/cyclization reactions of activated alkenes to give densely functionalized 3,4-dihydropyrans
Liu, Wen,Zhou, Jing,Zheng, Changwu,Chen, Xingkuan,Xiao, Hua,Yang, Yingquan,Guo, Yinlong,Zhao, Gang
supporting information; experimental part, p. 1768 - 1773 (2011/04/15)
A novel tandem cross-Rauhut-Currier/cyclization reaction between α,β-unsaturated ketones was developed. Using DABCO (20 mol %) as the catalyst, a series of densely functionalized 3,4-dihydropyrans were obtained in excellent yields and stereoselectivities (up to 98% yield, >99:1 dr). A tentative catalytic cycle was proposed with key intermediates confirmed by ESIMS studies.
