176776-17-3Relevant articles and documents
Highly (Z)-Diastereoselective Synthesis of Trifluoromethylated exo-Glycals via Photoredox and Copper Catalysis
Frédéric, Christophe J.-M.,Cornil, Jér?me,Vandamme, Mathilde,Dumitrescu, Lidia,Tikad, Abdellatif,Robiette, Rapha?l,Vincent, Stéphane P.
, p. 6769 - 6773 (2018)
Highly (Z)-diastereoselective approaches for the synthesis of trifluoromethylated exo-glycals by copper and photoredox catalysis are described. These complementary reactions are applicable to a wide range of methylene exo-glycals generated from the corresponding pyranoses and furanoses and give trifluoromethylated compounds under mild conditions in moderate to good yields. DFT calculations have allowed a rationalization of the observed (Z)-stereoselectivity.
Bengazoles C-G from the sponge Jaspis sp. Synthesis of the side chain and determination of absolute configuration
Searle, Philip A.,Richter, Rowena K.,Molinski, Tadeusz F.
, p. 4073 - 4079 (2007/10/03)
Five new antifungal bengazoles (C-G) were isolated and fully characterized from a marine sponge of the genus Jaspis sp. Bengazoles C-G, together with the known bengazoles A and B, comprise a homologous series of n, iso, and anteiso fatty acid esters (C13-C16) of the same heterocyclic bis(oxazolyl)methanol parent. The complete relative and absolute configurations of the bengazoles were determined by application of the modified Mosher method and interpretation of exciton coupling in the CD spectra of the tetra-p-bromobenzoate derivatives of bengazole A and that of a model tetrol synthesized in seven steps from L-fucose.