title: Conformational effects and stereocontrol in synthesis studies of medium-ring dolabellane carbocycles.
abstract: Stereoselective reactions are described which lead to functionalization of the dolabellane skeleton. The stereoselectivity is attributed to conformational effects imposed by the eleven-membered ring. An efficient pathway provides for the stereocontrolled synthesis of nonracemic 6(S)-hydroxy-4(E)-dolabellene-3-one12and related derivatives.
authors.affiliation: Department of Chemistry, Indiana University, Bloomington, IN 47405, United States.
authors.forename: David R
authors.initials: DR
authors.lastname: Williams
authors.affiliation: Department of Chemistry, Indiana University, Bloomington, IN 47405, United States.
authors.forename: Leslie A
authors.initials: LA
authors.lastname: Robinson
authors.affiliation: Department of Chemistry, Indiana University, Bloomington, IN 47405, United States.
authors.forename: Seth A
authors.initials: SA
authors.lastname: Bawel
keywords: Conformational studies; Dolabellane diterpenes; Medium-ring carbocycles; Stereoselective synthesis