TY - JOUR
T1 - Remarkably low catalyst loading in brønsted acid catalyzed transfer hydrogenations
T2 - Enantioselective reduction of benzoxazines, benzothiazines, and benzoxazinones
AU - Rueping, Magnus
AU - Antonchick, Andrey P.
AU - Theissmann, Thomas
PY - 2006/10/13
Y1 - 2006/10/13
N2 - (Chemical Equation Presented) A highly efficient transfer hydrogenation of benzoxazines, benzothiazines, and benzoxazinones with as low as 0.01 mol % binol phosphate catalyst furnishes the dihydro-2H-benzoxazines, -benzothiazines, and -benzoxazinones in good yields and with excellent enantioselectivities (see scheme). Particularly noteworthy are the mild reaction conditions and the wide scope of substrates, including sulfur-containing compounds.
AB - (Chemical Equation Presented) A highly efficient transfer hydrogenation of benzoxazines, benzothiazines, and benzoxazinones with as low as 0.01 mol % binol phosphate catalyst furnishes the dihydro-2H-benzoxazines, -benzothiazines, and -benzoxazinones in good yields and with excellent enantioselectivities (see scheme). Particularly noteworthy are the mild reaction conditions and the wide scope of substrates, including sulfur-containing compounds.
KW - Binol phosphate
KW - Brønsted acids
KW - Enantioselective hydrogenation
KW - Hantzsch dihydropyridine
KW - Ion-pair catalysis
UR - http://www.scopus.com/inward/record.url?scp=33750148995&partnerID=8YFLogxK
U2 - 10.1002/anie.200601832
DO - 10.1002/anie.200601832
M3 - Article
C2 - 16986184
AN - SCOPUS:33750148995
SN - 1433-7851
VL - 45
SP - 6751
EP - 6755
JO - Angewandte Chemie International Edition in English
JF - Angewandte Chemie International Edition in English
IS - 40
ER -