80885-31-0Relevant academic research and scientific papers
Divergent Total Syntheses of (?)-Huperzine Q, (+)-Lycopladine B, (+)-Lycopladine C, and (?)-4-epi-Lycopladine D
Hong, Benke,Hu, Dachao,Wu, Jinbao,Zhang, Jing,Li, Houhua,Pan, Yingming,Lei, Xiaoguang
, p. 1557 - 1567 (2017)
We report herein our synthetic efforts towards the divergent syntheses of (?)-huperzine Q (1), (+)-lycopladine B (2), (+)-lycopladine C (3), and (?)-lycopladine D (4). The 10-step total synthesis of (?)-huperzine Q (1) and the first total syntheses of (+)
Asymmetric synthesis of chiral δ-lactones containing multiple contiguous stereocenters
Peed, Jennifer,Perinan Dominguez, Ignacio,Davies, Iwan R.,Cheeseman, Matt,Taylor, James E.,Kociok-Koehn, Gabriele,Bull, Steven D.
supporting information; experimental part, p. 3592 - 3595 (2011/09/21)
A versatile methodology for the asymmetric synthesis of chiral δ-lactones containing multiple contiguous stereocenters has been developed that relies on a series of Evans' aldol, hydroxyl-directed cyclopropanation, methanolysis, and Hg(II) mediated cyclopropane ring-opening reactions for stereocontrol.
Organocatalytic preparation of simple β-hydroxy and β-amino esters: Low catalyst loadings and gram-scale synthesis
Jiang, Hao,Gschwend, Bjoern,Albrecht, Lukasz,Anker Jorgensen, Karl
supporting information; experimental part, p. 5052 - 5055 (2010/12/25)
A combined amino- and N-heterocyclic carbene (NHC)-catalyzed one-pot reaction sequence for the synthesis of simple enantioenriched β-hydroxy and β-amino esters using commercially available catalysts at low catalyst loadings has been developed. The desired
Synthesis and biological evaluation of a phosphonate analog of the natural acetyl cholinesterase inhibitor cyclophostin
Bandyopadhyay, Saibal,Dutta, Supratik,Spilling, Christopher D.,Dupureur, Cynthia M.,Rath, Nigam P.
body text, p. 8386 - 8391 (2009/04/11)
(Chemical Equation Presented) Two diastereomers of a phosphonate analog 6 of the AChE inhibitor cyclophostin were synthesized. The substitution reaction of phosphono allylic carbonate 10a with methyl acetoacetate gave the vinyl phosphonate 9a. Attempted hydrogenation/debenzylation gave an unexpected enolether lactone. Alternatively, selective hydrogenation, demethylation, cyclization and debenzylation gave the phosphonate analog of cyclophostin as a separable mixture of diastereomers 6. The trans phosphonate isomer was more active than the cis isomer against AChE from two sources.
β-Phosphorylated Five-Membered Ring Nitroxides: Synthesis and ESR Study of 2-Phosphonyl-4-(hydroxymethyl)pyrrolidine Aminoxyl Radicals
Stipa, Pierluigi,Finet, Jean-Pierre,Moigne, Francois Le,Tordo, Paul
, p. 4465 - 4468 (2007/10/02)
Intramolecular aminomercuration of the alkenyl α-amino phosphonate 6 followed by sodium borohydride reduction leads to the diethyl (4-(benzyloxymethyl)-2,5,5-trimethylpyrrolidinyl)phosphonate 7.Oxidation of the phosphonates 7 and 8 with 3-chloroperbenzoic
