154550-06-8Relevant academic research and scientific papers
Total Synthesis of Ajudazol A by a Modular Oxazole Diversification Strategy
Essig, Sebastian,G?lz, Jan Philipp,Menche, Dirk,Von Schwarzenberg, Karin,Wollnitzke, Philipp
supporting information, (2020/09/02)
The total synthesis of the potent respiratory chain inhibitor ajudazol A was accomplished by a concise strategy in 17 steps (longest linear sequence). The modular approach was based on a direct oxazole functionalization strategy involving a halogen dance
Stereoselective Synthesis of Isochromanones by an Asymmetric Ortho-Lithiation Strategy: Synthetic Access to the Isochromanone Core of the Ajudazols
Essig, Sebastian,Menche, Dirk
, p. 1943 - 1966 (2016/03/15)
Full details on the design, development, and application of a highly stereoselective strategy for the synthesis of isochromanones are reported. The method is based on an asymmetric ortho lithiation with aldehyde electrophiles and utilizes the chiral memor
Full stereochemical determination of ajudazols a and b by bioinformatics gene cluster analysis and total synthesis of ajudazol B by an asymmetric ortholithiation strategy
Essig, Sebastian,Bretzke, Sebastian,Müller, Rolf,Menche, Dirk
supporting information, p. 19362 - 19365 (2013/02/21)
The stereochemical determination of the potent respiratory chain inhibitors ajudazols A and B and the total synthesis of ajudazol B are reported. Configurational assignment was exclusively based on biosynthetic gene cluster analysis of both ketoreductase
Palladium-catalyzed intramolecular carboesterification of olefins
Li, Yang,Jardine, Katherine J.,Tan, Runyu,Song, Datong,Dong, Vy M.
supporting information; experimental part, p. 9690 - 9692 (2010/04/28)
One catalyst three bonds: The title reaction between propiolic acids and unactivated olefins (see scheme; O red, Cl green) results in vicinal functionalization of the olefin, with the formation of new C-C and C-O bonds. Structurally complex 6,7,5-tricyclic ring systems are formed in a single step by this cascade chloropalladation and formal [3+2] cycloaddition.
Pyrolysis of O-Allyl Salicylic Amides and Esters, and Related Compounds: Foemation of Isoindolones and Phthalides
Black, Michael,Cadogan, J. I. G.,McNab, Hamish
, p. 155 - 160 (2007/10/02)
Flash vacuum pyrolysis of O-allyl salicylic alkylamides and alkyl esters gives isoindolones and phthalides, respectively, in low (20-40percent) yield.The mechanism involves generation of the phenoxyl radical, regiospecific hydrogen-atom transfer from the alkylamide (or alkyl ester) group and cyclization.A similar sequence was observed with thiophenoxyl radicals.
