title: Organoselenium and DMAP co-catalysis: regioselective synthesis of medium-sized halolactones and bromooxepanes from unactivated alkenes.
abstract: A catalytic system consisting of bis(4-methoxyphenyl)selenide and 4-(dimethylamino)pyridine (DMAP) has been developed for the regioselective synthesis of medium-sized bromo/iodo lactones and bromooxepanes possessing high transannular strain. (77)Se NMR, mass spectrometry and theoretical studies reveal that the reaction proceeds via a quaternary selenium intermediate.
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal By-pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India. sangitkumar@iiserb.ac.in.
authors.forename: Ajay
authors.initials: A
authors.lastname: Verma
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal By-pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India. sangitkumar@iiserb.ac.in.
authors.forename: Sadhan
authors.initials: S
authors.lastname: Jana
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal By-pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India. sangitkumar@iiserb.ac.in.
authors.forename: Ch Durga
authors.initials: ChD
authors.lastname: Prasad
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal By-pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India. sangitkumar@iiserb.ac.in.
authors.forename: Abhimanyu
authors.initials: A
authors.lastname: Yadav
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal By-pass Road, Bhauri, Bhopal, Madhya Pradesh 462066, India. sangitkumar@iiserb.ac.in.
authors.forename: Sangit
authors.initials: S
authors.lastname: Kumar
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D004988:Ethers, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D016566:Organoselenium Compounds / Q000737:chemistry*
chemical_list: D000475:Alkenes; D004988:Ethers, Cyclic; D007783:Lactones; D016566:Organoselenium Compounds