69867-75-0Relevant academic research and scientific papers
Ambiphilic Reactivity of Vinyl Pd-Oxyallyl for Expeditious Construction of Highly Functionalized Cyclooctanoids
Zuo, Linhong,Ma, Pengchen,Liu, Teng,Chen, Xiangyang,Lavroff, Robert H.,Chen, Wei-Peng,Houk,Guo, Wusheng
supporting information, p. 7330 - 7335 (2021/10/01)
We report the catalytic generation of a vinyl Pd-oxyallyl that dimerizes regiospecifically to form highly functionalized nonbridged cyclooctanoids. Such compounds are otherwise synthetically challenging, but highly useful in synthesis. This vinyl Pd-oxyallyl species demonstrates both electrophilic and nucleophilic properties. DFT calculations elucidate the mechanism and the origins of the chemoselective cyclooctanoid formation.
Gold-catalyzed oxidative cyclizations of cis-3-En-1-ynes to form cyclopentenone derivatives
Bhunia, Sabyasachi,Ghorpade, Satish,Huple, Deepak B.,Liu, Rai-Shung
supporting information; scheme or table, p. 2939 - 2942 (2012/05/20)
Golden tendencies: The title reaction for synthesizing cyclopentenone derivatives utilizes a gold complex and 8-methylquinoline oxide as the catalyst system (see scheme; IPr=1,3-bis(diisopropylphenyl)imidazol-2-ylidene). Such products are not attainable using diazocarbonyl reagents, as the gold carbenoids tend to react with C-H bonds. Copyright
Mg-promoted facile and selective intramolecular cyclization of aromatic δ-ketoesters
Miyazaki, Takeshi,Maekawa, Hirofumi,Yonemura, Kazuaki,Yamamoto, Yoshimasa,Yamanaka, Yoshiko,Nishiguchi, Ikuzo
experimental part, p. 1598 - 1602 (2011/03/22)
Treatment of various types of aromatic δ-ketoesters 2, 7, and 9 with Mg-turnings for Grignard reaction at -5 to 0 °C in N,N-dimethylformamide (DMF) containing trimethylsilyl chloride (TMSCl) brought about selective and reductive intramolecular cyclization
A Pauson-Khand-type reaction between alkynes and olefinic aldehydes catalyzed by rhodium/cobalt heterobimetallic nanoparticles: An olefinic aldehyde as an olefin and CO source
Park, Kang Hyun,Jung, Il Gu,Chung, Young Keun
, p. 1183 - 1186 (2007/10/03)
Co/Rh (Co:Rh = 2:2) heterobimetallic nanoparticles derived from Co 2Rh2(CO)12 react with alkynes and α,β-unsaturated aldehydes such as acrolein, crotonaldehyde, and cinnamic aldehyde and release products resulting from [2 + 2 + 1]cycloaddition of alkyne, carbon monoxide, and alkene. α,β-Unsaturated aldehydes act as a CO and alkene source. These reactions produce 2-substituted cyclopentenones.
Regioselective synthesis of trisubstituted cyclopentadienyl ligands from furans
Csák?, Aurelio G.,Contreras, Claudia,Mba, Myriam,Plumet, Joaquín
, p. 1451 - 1454 (2007/10/03)
1,2,3- And 1,2,4-trisubstituted cyclopentadienyl manganese tricarbonyl compounds have been synthesized regioselectively from furans following a common synthetic strategy. The key steps include the transformation of furylcarbinols into hydroxycyclopentenones followed by the conjugate addition of Grignard reagents under chelation directed conditions. This affords hydroxycyclopentanones which can be dehydrated to cyclopentenones. These compounds are further elaborated into the final targets by the 1,2-addition of organolithium reagents.
