95152-22-0Relevant academic research and scientific papers
Regioselective Acetoxylation of Terminal Olefins Using a Palladium(II)–Thiadiazole Catalyst
Li, Xiaohan,Sun, Bin,Zhou, Jiadi,Jin, Can,Yu, Chuangming
supporting information, p. 2635 - 2638 (2019/04/04)
First-time use of a palladium(II)–thiadiazole catalyst in the allylic oxidation of terminal olefins to linear allylic acetates. Employing this strategy, a range of allylic esters (20 examples) were synthesized in 43 % to 80 % yield with excellent regio- and stereoselectivities.
Useful four-carbon synthons en route to monastrol analogs
Abdou, Amr M.,Botros,Hassan, Rasha A.,Kamel, Mona M.,Taber, Douglass F.,Taher, Azza T.
, p. 139 - 146 (2015/02/18)
A simple protocol has been established for the preparation of a family of crystalline N-aryl γ-hydroxycrotonamides, useful four-carbon synthons. These were further elaborated to analogs of monastrol having variant ester sidechains, that were evaluated for their anticancer activity employing the NCI 60 cell line panel.
Stereospecific cross-coupling of secondary alkyl β- trifluoroboratoamides
Sandrock, Deidre L.,Jean-Gerard, Ludivine,Chen, Cheng-Yi,Dreher, Spencer D.,Molander, Gary A.
supporting information; experimental part, p. 17108 - 17110 (2011/03/01)
The stereospecific cross-coupling of enantioenriched nonbenzylic secondary alkyl boron compounds has been achieved. The high selectivity toward product formation over an undesired β-H elimination pathway is achieved via an intramolecular coordination of an ancillary carbonyl to the metal center in the diorganopalladium intermediate.
Stereoselective Synthesis of β-Lactams by Oxidative Coupling of Dianions of Acyclic Tertiary Amides
Kawabata, Takeo,Minami, Tatsuya,Hiyama, Tamejiro
, p. 1864 - 1873 (2007/10/02)
Tertiary amides RCH2CON(R')CH2Z, where Z is an electron-withdrawing group, were converted into dianions by treatment with 2 equiv of n-butyllithium or tert-butyllithium, and the dianions were oxidized with N-iodoosuccinimide (NIS) or a Cu(II) carboxylate to form β-lactams stereoselectively.The stereochemistry of β-lactam formation depends on the oxidant; NIS is cis-selective, whereas Cu(II) is nonselective or slightly trans-selective.A high degree of asymmetric induction in the formation of β-lactams was achieved by using (R)-1-phenylethylamines a chiral auxiliary.This asymmetric ring closure was applied to the preparation of cis-β-lactam 31, an intermediate for the synthesis of the monobactam antibiotic carumonam.
