TY - JOUR T1 - Chiral N,N'-Dioxide-Scandium(III)-Catalyzed Asymmetric Dearomatization of 2-Naphthols through an Amination Reaction. AU - Lian,Xiangjin, AU - Lin,Lili, AU - Wang,Guojin, AU - Liu,Xiaohua, AU - Feng,Xiaoming, Y1 - 2015/10/09/ PY - 2015/08/18/received PY - 2015/10/10/entrez PY - 2015/10/10/pubmed PY - 2015/10/10/medline KW - amination reaction KW - asymmetric catalysis KW - dearomatization KW - naphthols KW - scandium SP - 17453 EP - 8 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 21 IS - 48 N2 - A catalytic asymmetric dearomatization of 2-naphthols with azodicarboxylates has been accomplished by using a N,N'-dioxide-scandium(III) complex as a chiral catalyst. A number of optically active β-naphthalenone compounds with a nitrogen-containing quaternary carbon stereocenter were obtained in up to 99 % yield and up to 99 % ee under mild reaction conditions. The reaction could be scaled up to a gram-scale with the yield and ee maintained. Based on these experiments and on previous reports, a possible transition state was proposed. SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/26449515/Chiral_NN'_Dioxide_Scandium_III__Catalyzed_Asymmetric_Dearomatization_of_2_Naphthols_through_an_Amination_Reaction_ DB - PRIME DP - Unbound Medicine ER -