79912-57-5Relevant articles and documents
Pheromone synthesis; CXXXIII. Synthesis of both the enantiomers of (3Z,9Z)-cis-6,7-epoxy-3,9-nonadecadiene, a pheromone component of Erannis defoliaria
Mori,Brevet
, p. 1125 - 1129 (1991)
Both the enantiomers of (3Z,9Z-cis-6,7-epoxy-3,9-nonadecadiene, a pheromone component of Erannis defoliaria, were synthesized using the Sharpless asymmetric epoxidation as the key step.
Enantioselective intramolecular hydroarylation of alkenes via directed C-H bond activation
Harada, Hitoshi,Thalji, Reema K.,Bergman, Robert G.,Ellman, Jonathan A.
, p. 6772 - 6779 (2008/12/22)
(Chemical Equation Presented) Highly enantioselective catalytic intramolecular ortho-alkylation of aromatic imines containing alkenyl groups tethered at the meta position relative to the imine directing group has been achieved using [RhCl(coe)2]2 and chiral phosphoramidite ligands. Cyclization of substrates containing 1,1- and 1,2-disubstituted as well as trisubstituted alkenes were achieved with enantioselectivities >90% ee for each substrate class. Cyclization of substrates with Z-alkene isomers proceeded much more efficiently than substrates with E-alkene isomers. This further enabled the highly stereoselective intramolecular alkylation of certain substrates containing Z/E-alkene mixtures via a Rh-catalyzed alkene isomerization with preferential cyclization of the Z-isomer.