99423-49-1Relevant academic research and scientific papers
Synthesis of tricyclic analogues of methyllycaconitine using ring closing metathesis to append a B ring to an AE azabicyclic fragment.
Barker, David,Brimble, Margaret A,McLeod, Malcolm D,Savage, G Paul
, p. 1659 - 1669 (2004)
The synthesis of several ABE tricyclic analogues of the alkaloid methyllycaconitine 1 is reported. The analogues contain two key pharmacophores: a homocholine motif formed from a tertiary N-ethyl amine in a 3-azabicyclo[3.3.1]nonane ring system and a 2-(3
Application of olefin metathesis to the synthesis of ABE ring analogues of methyllycaconitine
Barker, David,McLeod, Malcolm D.,Brimble, Margaret A.,Savage, G.Paul
, p. 6019 - 6022 (2002)
The synthesis of four novel ABE ring analogues of methyllycaconitine (MLA) is reported, employing olefin metathesis as the key step for appending the seven-membered B ring onto an AE bicyclic ring system. This strategy allows the stereodivergent synthesis
Dynamic Kinetic Resolution of I-Substituted Cyclic β-Ketoesters via Asymmetric Hydrogenation: Constructing Chiral Cyclic β-Hydroxyesters with Three Contiguous Stereocenters
Yang, Dan,Wu, Xiong,Zheng, Xiao-Jie,Xie, Jian-Hua,Zhou, Qi-Lin
supporting information, p. 5153 - 5157 (2021/07/20)
An efficient asymmetric hydrogenation of racemic I-substituted cyclic β-ketoesters via dynamic kinetic resolution to provide chiral cyclic β-hydroxy esters with three contiguous stereocenters is reported. Using a chiral spiro iridium catalyst (R)-5 (Ir-SpiroSAP), a series of racemic I-Aryl/alkyl substituted cyclic β-ketoesters were hydrogenated to the corresponding chiral cyclic β-hydroxy esters in high yields (84-97%) with good to excellent enantioselectivities (69->99% ee) and cis,cis-selectivities (up to >99:1).
A comparison of cyclohexanone and tetrahydro-4H-thiopyran-4-one 1,1-dioxide as pharmacophores for the design of peptide-based inhibitors of the serine protease plasmin
Xue, Fengtian,Seto, Christopher T.
, p. 8309 - 8321 (2007/10/03)
The plasminogen system is important in the proteolytic cascade that facilitates angiogenesis, a process that is essential for tumor growth and metastasis. The serine protease plasmin has a central role in the plasminogen system. This protease acts by degr
The γ-alkylation of cyclic β-ketoesters via their enamine derivatives
Gravel, Denis,Labelle, Marc
, p. 1874 - 1883 (2007/10/02)
The γ-alkylation - functionalization of cyclic β-ketoesters via their enamine derivatives is discussed with particular emphasis on their preparation from β-ketoesters and their reaction with various electrophiles such as electrophilic olefins, halogenoids, anmd allylic and benzylic halides.Although the amine ring size does not appear to affect reactivity to a great extent, the reaction is very sensitive to β-ketoester ring size, with six-membered rings giving the best results.In the latter case the alkylation-functionalization is general and specific to the γ-position and therefore provides an important complement to the dianion and related methodologies.
