27326-43-8Relevant articles and documents
Resorcylic acid lactone biosynthesis relies on a stereotolerant macrocyclizing thioesterase
Heberlig, Graham W.,Wirz, Monica,Wang, Meng,Boddy, Christopher N.
, p. 5858 - 5861 (2014)
Zearalenone and radicicol are highly related resorcylic acid lactones with the rare property of having opposite stereochemical configurations of the secondary alcohol involved in lactone formation. The ability of the thioesterases from the zearalenone and radicicol biosynthetic pathways to macrocyclize both d and l configured synthetic substrate analogs was biochemically characterized and showed that both enzymes were highly stereotolerant, macrocyclizing both substrates with similar kinetic parameters. This observed stereotolerance is consistent with a proposed evolution of both natural products from a common ancestral resorcylic acid lactone.
Synthesis of Isoindolinones through Intramolecular Amidation of ortho-Vinyl Benzamides
Wei, Wen-tao,Chen, Zhen-yu,Lin, Yong-lu,Chen, Ri-xing,Wang, Qi,Wu, Qing-guang,Liu, Si-jun,Yan, Ming,Zhang, Xue-jing
supporting information, p. 1972 - 1976 (2020/04/20)
A synthetic approach of isoindolinones through intramolecular amidation of ortho-vinyl benzamides was reported. A variety of N-aryl isoindolinone derivatives were prepared in moderate to excellent yields using perfluorobutyl iodide as oxidant. (Figure pre
Tandem Reaction Approaches to Isoquinolones from 2-Vinylbenzaldehydes and Anilines via Imine Formation-6π-Electrocyclization-Aerobic Oxidation Sequence
Lee, Jiyeon,Kim, Hun Young,Oh, Kyungsoo
supporting information, p. 474 - 478 (2020/01/21)
Two distinctive transition-metal-promoted aerobic oxidation protocols have been developed for the synthesis of isoquinolones from 2-vinylbenzaldehydes and aniline derivatives. Thus, the one-pot tandem reaction sequence of imine formation, thermal 6π-electrocyclization, followed by either Cu(OAc)2-mediated or Pd(OAc)2-catalyzed aerobic oxidation protocol allowed the ready access to isoquinolone derivatives. The control experiments revealed that the 1,2-dihydroisoquinoline intermediates from the 6π-electrocyclization of 1-azatrienes were aerobically oxidized to isoquinolones in the presence of either Cu(OAc)2 or Pd(OAc)2 catalyst.
