title: Mercury(II)-mediated cleavage of cyclopropylcarbinols by an intramolecular sulfinyl group as a stereo- and regioselective route to stereotriads and stereotetrads.
abstract: Mercury(II) salt mediated opening of cyclopropylcarbinols by an intramolecular sulfinyl group is disclosed. All four diastereomeric stereotriads have been prepared from cis- and trans-disubstituted cyclopropanes. The trisubstituted cyclopropanes also react regio- and stereoselectively to afford products possessing quaternary stereogenic centers. The reaction is clean and general.
authors.affiliation: Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: Sadagopan
authors.initials: S
authors.lastname: Raghavan
authors.forename: Vaddela
authors.initials: V
authors.lastname: Sudheer Babu
authors.forename: B
authors.initials: B
authors.lastname: Sridhar
mesh_terms: D002384:Catalysis; D003521:Cyclopropanes / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008628:Mercury / Q000737:chemistry*; D000432:Methanol / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013452:Sulfonium Compounds / Q000737:chemistry*
chemical_list: D003521:Cyclopropanes; D013452:Sulfonium Compounds; C490695:cyclopropylcarbinol; D008628:Mercury; D000432:Methanol