154732-05-5Relevant academic research and scientific papers
Synthesis of the tetracyclic core of daphnilactone B-type and yuzurimine-type alkaloids
Belanger, Guillaume,Boudreault, Jonathan,Levesque, Francois
, p. 6204 - 6207 (2011)
The core of daphnilactone B-type and yuzurimine-type alkaloids was synthesized in only 16 steps from a known β-allyl-γ-butyrolactone. The key sequence of Vilsmeier-Haack cyclization and intramolecular azomethine ylide cycloaddition allowed the constructio
Enabling the Use of Alkyl Thianthrenium Salts in Cross-Coupling Reactions by Copper Catalysis
Chen, Cheng,Lu, Hongjian,Shi, Zhuangzhi,Wang, Minyan,Zhao, Binlin
supporting information, p. 21756 - 21760 (2021/08/30)
Alkyl groups are one of the most widely used groups in organic synthesis. Here, a a series of thianthrenium salts have been synthesized that act as reliable alkylation reagents and readily engage in copper-catalyzed Sonogashira reactions to build C(sp3)?C(sp) bonds under mild photochemical conditions. Diverse alkyl thianthrenium salts, including methyl and disubstituted thianthrenium salts, are employed with great functional breadth, since sensitive Cl, Br, and I atoms, which are poorly tolerated in conventional approaches, are compatible. The generality of the developed alkyl reagents has also been demonstrated in copper-catalyzed Kumada reactions.
Rational design of 6-(2,4-diaminopyrimidinyl)-1,4-benzoxazin-3-ones as small molecule renin inhibitors
Powell, Noel A.,Ciske, Fred L.,Cai, Cuiman,Holsworth, Daniel D.,Mennen, Ken,Van Huis, Chad A.,Jalaie, Mehran,Day, Jacqueline,Mastronardi, Michelle,McConnell, Pat,Mochalkin, Igor,Zhang, Erli,Ryan, Michael J.,Bryant, John,Collard, Wendy,Ferreira, Suzie,Gu, Chungang,Collins, Roxane,Edmunds, Jeremy J.
, p. 5912 - 5949 (2008/03/18)
We report the design and synthesis of a series of 6-(2,4-diaminopyrimidinyl)-1,4-benzoxazin-3-ones as orally bioavailable small molecule inhibitors of renin. Compounds with a 2-methyl-2-aryl substitution pattern exhibit potent renin inhibition and good pe
Synthesis of 1-oxacephams via improved cyclization of N-substituted-4- formyloxyazetidin-2-ones
Kaluza, Zbigniew
, p. 8349 - 8352 (2007/10/03)
The Lewis acid promoted cyclisation of N-substituted-4- formyloxyazetidin-2-ones, easily available from 4-vinyloxyazetidin-2-one is described. The efficiency of the ring closure reaction, to give 1-oxacephams, depends on the oxygen protected-activated group and the Lewis acid.
