53585-13-0Relevant articles and documents
(E)-γ-BISABOLEN-8,9-EPOXIDE AND ISOCYCLOEUDESMOL, TWO NEW SESQUITERPENOIDS FROM THE MARINE RED ALGA LAURENCIA NIPPONICA YAMADA
Suzuki, Teruaki,Kikuchi, Hajime,Kurosawa, Etsuro
, p. 1267 - 1270 (1980)
Two new sesquiterpenoids, (E)-γ-bisabolen-8,9-epoxide and isocycloeudesmol, have been isolated from L. nipponica Yamada (Rhodophyta, Rhodomelaceae) and their structures have been determined by spectroscopic and chemical evidences.
Isotope sensitive branching and kinetic isotope effects to analyse multiproduct terpenoid synthases from Zea mays
Gatto, Nathalie,Vattekkatte, Abith,K?llner, Tobias,Degenhardt, J?rg,Gershenzon, Jonathan,Boland, Wilhelm
supporting information, p. 3797 - 3800 (2015/03/30)
Multiproduct terpene synthases TPS4-B73 and TPS5-Delprim from Zea mays exhibit isotopically sensitive branching in the formation of mono- and sesquiterpene volatiles. The impact of the kinetic isotope effects and the stabilization of the reactive intermediates by hyperconjugation along with the shift of products from alkenes to alcohols are discussed.
Stereoselective synthesis of exocyclic alkenes by Cu-catalyzed allylmagnesiation, Pd-catalyzed alkylation, and Ru-catalyzed ring-closing metathesis: Highly stereoselective synthesis of (Z)- and (E)-γ-bisabolenes
Anastasia, Luigi,Dumond, Yves R.,Negishi, Ei-Ichi
, p. 3039 - 3043 (2007/10/03)
Highly efficient stereoselective syntheses of both (Z)- and (E)-γ-bisabolenes (1) were achieved by ring closing metathesis of stereodefined tetrasubstituted alkenes. Both (Z)- and (E)-tetrasubstituted alkene precursors were obtained by Cu-catalyzed stereoselective addition of allylmagnesium bromide to propargyl alcohols, followed by Pd-catalyzed cross coupling of alkylzinc derivatives. This represents the first application of ring-closing metathesis to the stereoselective synthesis of exocyclic alkenes.