92576-42-6Relevant academic research and scientific papers
Intramolecular formal [4+2] cycloaddition of 3-ethoxycyclobutanones and alkenes
Matsuo, Jun-Ichi,Sasaki, Shun,Hoshikawa, Takaya,Ishibashi, Hiroyuki
supporting information; experimental part, p. 934 - 936 (2010/06/12)
Intramolecular formal [4+2] cycloaddition between 3-ethoxycyclobutanones and a carbon-carbon double bond to the corresponding bicyclo[4.n.0]alkan-2-one derivatives proceeded effectively by using ethylaluminium dichloride. The Royal Society of Chemistry 20
Trialkylamine-mediated intramolecular acylation of akenes with carboxylic acid chlorides
Matsuo, Jun-Ichi,Hoshikawa, Takaya,Sasaki, Shun,Ishibashi, Hiroyuki
body text, p. 591 - 592 (2010/08/19)
Trialkylamine-mediated intramolecular cyclization of pent-4-enoyl chlorides was studied. Substitution with a tertiary alkyl group at the 2-position gave cyclopent-2-en-1-ones, while substitution with an aromatic group gave enol esters, which were formed by O-acylation of initially formed 3-chlorocyclopentanones with ketenes.
Stereochemistry in enzyme inhibition: Synthesis and evaluation of enantiomerically pure 2-benzyl-3-formylpropanoic acids as inhibitors of carboxypeptidase A
Kim, Dong H.,Chung, Suhman
, p. 3769 - 3776 (2007/10/03)
Both enantiomers of 2-benzyl-3-formylpropanoic acid were synthesized in five steps starting with hydrocinnamic acid and each enantiomer assayed for inhibitory activity against carboxypeptidase A to find that the (R)-form is 674-fold more potent than its e
SAR of 2-benzyl-4-aminopiperidines NK1 antagonists. Part 2. Synthesis of CGP 49823
Veenstra, Siem J.,Hauser, Kathleen,Schilling, Walter,Betschart, Claudia,Ofner, Silvio
, p. 3029 - 3034 (2007/10/03)
CGP 49823 is a potent NK1 antagonist which is centrally active after oral administration. The SAR of the C-2 substituent was investigated with respect to the affinity to the NK1 receptor. A practical synthesis of CGP 49823, suitable for scale-up, was developed. The key-step, a tandem acyliminium ion cyclization/Ritter reaction, gave trans-2-benzyl-4-acetamido-piperidines with high diastereoselectivity.
