Catalytic, Enantioselective, Intramolecular Carbosulfenylation of Olefins. Preparative and Stereochemical Aspects was written by Denmark, Scott E.;Jaunet, Alex. And the article was included in Journal of Organic Chemistry in 2014.Related Products of 28322-40-9 This article mentions the following:
The first catalytic, enantioselective, intramol. carbosulfenylation of isolated alkenes with aromatic nucleophiles is described. The combination of N-(phenylsulfenyl)phthalimide, a chiral selenophosphoramide derived from BINAM, and ethanesulfonic acid as a cocatalytic Bronsted acid induced an efficient and selective cyclofunctionalization of various alkenes (aliphatic and aromatic) tethered to a 3,4-(methylenedioxy)phenyl ring (e.g., I → II). Under these conditions, 6-(phenylthio)-5,6,7,8-tetrahydronaphthalenes are formed diastereospecifically in good yields (50-92%) and high enantioselectivities (71:29-97:3 er). E-Alkenes reacted much more rapidly and with much higher selectivity than Z-alkenes, whereas electron-rich alkenes reacted more rapidly but with comparable selectivity to electron-neutral alkenes and electron-deficient alkenes. The Bronsted acid played a critical role in effecting reproducible enantioselectivity. A model for the origin of enantioselectivity and the dependence of rate and selectivity on alkene structure is proposed along with a rationale for the site selectivity in reactions with mono-activated arene nucleophiles. Safety: procedures for safe handling and disposal of Tl- and As-containing compounds are provided. In the experiment, the researchers used many compounds, for example, Isopentyltriphenylphosphonium bromide (cas: 28322-40-9Related Products of 28322-40-9).
Isopentyltriphenylphosphonium bromide (cas: 28322-40-9) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Related Products of 28322-40-9
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary