69867-75-0Relevant articles and documents
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.
Mg-promoted facile and selective intramolecular cyclization of aromatic δ-ketoesters
Miyazaki, Takeshi,Maekawa, Hirofumi,Yonemura, Kazuaki,Yamamoto, Yoshimasa,Yamanaka, Yoshiko,Nishiguchi, Ikuzo
, 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
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.