TY - JOUR
T1 - Catalytic asymmetric desymmetrization of meso-diamide derivatives through enantioselective N-allylation with a chiral π-allyl Pd catalyst
T2 - Improvement and reversal of the enantioselectivity
AU - Kitagawa, Osamu
AU - Matsuo, Shinichi
AU - Yotsumoto, Kanako
AU - Taguchi, Takeo
PY - 2006/3/17
Y1 - 2006/3/17
N2 - In the presence of the Trost ligands-Pd catalysts, N-monoallylation of bis(2,4,6-triisopropylbenzne)sulfonylamides derived from meio-1,2-diamines proceeds with good to excellent enantioselectivity (85-96% ee) to give asymmetric desymmetrization products. Under the same conditions, in the reaction with meso-bistolunesulfonylamide derivatives, reversal of the enantioselectivity is observed.
AB - In the presence of the Trost ligands-Pd catalysts, N-monoallylation of bis(2,4,6-triisopropylbenzne)sulfonylamides derived from meio-1,2-diamines proceeds with good to excellent enantioselectivity (85-96% ee) to give asymmetric desymmetrization products. Under the same conditions, in the reaction with meso-bistolunesulfonylamide derivatives, reversal of the enantioselectivity is observed.
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U2 - 10.1021/jo052488y
DO - 10.1021/jo052488y
M3 - Article
C2 - 16526810
AN - SCOPUS:33645028620
SN - 0022-3263
VL - 71
SP - 2524
EP - 2527
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 6
ER -