title: Domino Strategy for the Stereoselective Construction of Angularly Fused Tricyclic Ethers.
abstract: A stereoselective synthesis of decahydrofuro[3,2-d]isochromene derivatives has been achieved by the condensation of 2-cyclohexenylbutane-1,4-diol with aldehydes in the presence of a stochiometric amount of BF3·OEt2 in dichloromethane at -78 °C. Similarly, the condensation of 2-cyclopentenylbutan-1,4-diol with aldehydes provides the corresponding octahydro-2H-cyclopenta[c]furo[2,3-d]pyran derivatives in good yields with high diastereoselectivity. It is an elegant strategy for the quick construction of tricyclic architectures with four contiguous stereogenic centers in a single step. These tricyclic frameworks are the integral part of numerous natural products.
authors.affiliation: Natural Product Chemistry, ‡Centre for Nuclear Magnetic Resonance, §Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology , Hyderabad - 500 007, India.
authors.forename: B V Subba
authors.initials: BV
authors.lastname: Reddy
authors.affiliation: Natural Product Chemistry, ‡Centre for Nuclear Magnetic Resonance, §Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology , Hyderabad - 500 007, India.
authors.forename: Durgaprasad
authors.initials: D
authors.lastname: Medaboina
authors.affiliation: Natural Product Chemistry, ‡Centre for Nuclear Magnetic Resonance, §Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology , Hyderabad - 500 007, India.
authors.forename: S Gopal
authors.initials: SG
authors.lastname: Reddy
authors.affiliation: Natural Product Chemistry, ‡Centre for Nuclear Magnetic Resonance, §Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology , Hyderabad - 500 007, India.
authors.forename: V Hanuman
authors.initials: VH
authors.lastname: Reddy
authors.affiliation: Natural Product Chemistry, ‡Centre for Nuclear Magnetic Resonance, §Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology , Hyderabad - 500 007, India.
authors.forename: Kiran Kumar
authors.initials: KK
authors.lastname: Singarapu
authors.affiliation: Natural Product Chemistry, ‡Centre for Nuclear Magnetic Resonance, §Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology , Hyderabad - 500 007, India.
authors.forename: Balasubramanian
authors.initials: B
authors.lastname: Sridhar