TY - JOUR
T1 - Catalytic Enantioselective Synthesis of N-C Axially Chiral Phenanthridin-6-one Derivatives
AU - Hirata, Tomoaki
AU - Takahashi, Isao
AU - Suzuki, Yuya
AU - Yoshida, Hiroaki
AU - Hasegawa, Hiroshi
AU - Kitagawa, Osamu
N1 - Publisher Copyright:
© 2015 American Chemical Society.
PY - 2016/1/4
Y1 - 2016/1/4
N2 - N-C axially chiral phenanthridin-6-one derivatives bearing various ortho-substituted phenyl groups on the nitrogen atom were enantioselectively prepared through (R)-DTBM-SEGPHOS-Pd(OAc)2-catalyzed intramolecular Buchwald-Hartwig amination. The enantioselectivity strongly depended on solvents, bases, and reaction temperature as well as on the bulkiness of ortho-substituents.
AB - N-C axially chiral phenanthridin-6-one derivatives bearing various ortho-substituted phenyl groups on the nitrogen atom were enantioselectively prepared through (R)-DTBM-SEGPHOS-Pd(OAc)2-catalyzed intramolecular Buchwald-Hartwig amination. The enantioselectivity strongly depended on solvents, bases, and reaction temperature as well as on the bulkiness of ortho-substituents.
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U2 - 10.1021/acs.joc.5b02387
DO - 10.1021/acs.joc.5b02387
M3 - Article
AN - SCOPUS:84953775620
VL - 81
SP - 318
EP - 323
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 1
ER -