TY - JOUR
T1 - A highly enantioselective Brønsted acid catalyzed cascade reaction
T2 - Organocatalytic transfer hydrogenation of quinolines and their application in the synthesis of alkaloids
AU - Rueping, Magnus
AU - Antonchick, Andrey P.
AU - Theissmann, Thomas
PY - 2006/5/26
Y1 - 2006/5/26
N2 - (Chemical Equation Presented) A categorical success: A Brønsted acid catalyzed cascade transfer hydrogenation provides direct access to 2-aryl- and 2-alkyl-substituted tetrahydroquinolines with excellent enantioselectivities under mild conditions and using very low amounts of catalyst (see scheme). The best results were achieved with the binol phosphate catalyst, where Ar = 9-phenanthryl, used successfully in the Strecker reaction.
AB - (Chemical Equation Presented) A categorical success: A Brønsted acid catalyzed cascade transfer hydrogenation provides direct access to 2-aryl- and 2-alkyl-substituted tetrahydroquinolines with excellent enantioselectivities under mild conditions and using very low amounts of catalyst (see scheme). The best results were achieved with the binol phosphate catalyst, where Ar = 9-phenanthryl, used successfully in the Strecker reaction.
KW - Asymmetric hydrogenation
KW - Brønsted acid
KW - Hantzsch dihydropyridine
KW - Organocatalysis
KW - Tetrahydroquinoline
UR - http://www.scopus.com/inward/record.url?scp=33746269442&partnerID=8YFLogxK
U2 - 10.1002/anie.200600191
DO - 10.1002/anie.200600191
M3 - Article
C2 - 16639754
AN - SCOPUS:33746269442
SN - 1433-7851
VL - 45
SP - 3683
EP - 3686
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 22
ER -