241126-55-6Relevant articles and documents
A highly chemo- and enantio-selective hetero-Diels-Alder reaction catalysed by chiral aluminium complexes
Graven, Anette,Johannsen, Mogens,Jorgensen, Karl Anker
, p. 2373 - 2374 (1996)
A new, highly chemo- and enantio-selective catalytic hetero-Diels-Alder reaction of conjugated dienes containing allylic C-H bonds with carbonyl compounds has been developed; with the use of (S)-(-)-BINOL-AlMe (BINOL = 1,1′-bi-2-naphthol) as a catalyst, simple conjugated dienes react with glyoxylate esters, giving the (R)-enantiomer of the hetero-Diels-Alder adduct as the major product with up to 97% ee.
Periselective and Enantioselective Carbonyl-Ene Reaction of Isoprene with Fluoroalkyl Glyoxylate Catalysed by Modified Binaphthol-Titanium Complex: Asymmetric Catalytic Synthesis of Enantiomerically Pure Ipsdienol
Terada, Masahiro,Mikami, Koichi
, p. 2391 - 2392 (2007/10/03)
The asymmetric reaction of trifluoroethyl glyoxylate 3d with isoprene 4 catalysed by the modified binaphthol-titanium complex 2b provides the ene product 5d in high periselectivity (92percent) and complete enantioselectivity, which can be converted to ipsdienol 1, a component of the aggregation pheromone of the bark beetle, genus Ips, in enantiomerically pure form.