65423-25-8Relevant articles and documents
A CONVENIENT AND EFFICIENT THREE-STEP SYTHESIS OF α-CHLORO KETO ACIDS
Chai, Ki-Byung,Sampson, Paul
, p. 585 - 588 (1992)
Efficient three-step syntheses of α-chloro keto acids 1a-c from ω-alkenoic acids 2 and ω-alkenyl alcohols 3 are described, proceeding via epoxidation/chloride-mediated epoxide ring opening/Jones oxidation protocols.
The Rickiols: 20-, 22-, and 24-membered Macrolides from the Ascomycete Hypoxylon rickii
Surup, Frank,Kuhnert, Eric,B?hm, Andreas,Pendzialek, Tim,Solga, Danny,Wiebach, Vincent,Engler, Hauke,Berkessel, Albrecht,Stadler, Marc,Kalesse, Markus
, p. 2200 - 2213 (2018/01/27)
In preceding studies the neotropical ascomycete Hypoxylon rickii turned out to be a prolific source of new secondary metabolites, considering that we had obtained terpenoids with five different scaffolds along with a series of terphenyls. From the mycelial extracts of a 70 L scale fermentation of this strain we additionally isolated nine new macrolides (1–9) by RP-HPLC. The planar structures were elucidated by NMR spectroscopy complemented by HR-ESIMS. The relative configurations were assigned by J-based configuration analyses and confirmed by Kishi′s Universal Database. Subsequently, the absolute configurations were assigned by Mosher′s method using the shift analysis of a tetra-MTPA derivative. For rickiol A (1) and E (5) we observed transesterification of 20-membered ring structures to 22-membered isomers rickiol A2 (6) and E2 (7), and to 24-membered isomers rickiol A3 (8) and rickiol E3 (9), respectively. Cytotoxic effects and moderate antibiotic activity against Gram-positive bacteria were observed for 1–8 and 1–6 and 8, respectively. The total synthesis of rickiol E3 (9) established easier access to these compounds.
A dehydrohalogenation methodology for synthesizing terminal olefins under mild conditions
Berube, Marie,Kamal, Fatima,Roy, Jenny,Poirier, Donald
, p. 3085 - 3091 (2008/02/08)
A new methodology for preparing terminal olefins in good yield by dehydrohalogenation of primary alkyl iodide with tetrabutylammonium fluoride in dimethyl sulfoxide at room temperature is presented. Optimization of the mild reaction conditions and assays on various alkyl iodides are described. Georg Thieme Verlag Stuttgart.