Enantioselective Intermolecular Benzylic C-H Amination under Chiral Paddle-Wheel Diruthenium Catalysis

被引：1
|
作者：
Makino, Kotoko [1 ,2 ]
Mori, Kohei [1 ,2 ]
Kiryu, Shoichi [1 ]
Miyazawa, Taku [1 ]
Kumagai, Yuhei [1 ]
Higashida, Kosuke [2 ]
Kojima, Masahiro [1 ]
Yoshino, Tatsuhiko [2 ,3 ]
Matsunaga, Shigeki [1 ,2 ]
机构：
[1] Hokkaido Univ, Fac Pharmaceut Sci, Sapporo 0600812, Japan
[2] Kyoto Univ, Grad Sch Sci, Kyoto 6068502, Japan
[3] Kyoto Univ, Hakubi Ctr Adv Res, Kyoto 6068502, Japan
来源：
ACS CATALYSIS | 2024年 / 15卷 / 01期
基金：
日本学术振兴会;
关键词：
Ruthenium catalysis; Asymmetric catalysis; Nitrene; C-H amination; Chemoselectivity; NITROGEN-ATOM TRANSFER; C(SP(3))-H AMINATION; DIRHODIUM TETRACARBOXYLATES; STEREOSELECTIVE-SYNTHESIS; BISMUTH-RHODIUM; BONDS; RUTHENIUM; AZIRIDINATIONS; FUNCTIONALIZATION; AMIDATION;
D O I：
10.1021/acscatal.4c06504
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
A catalytic asymmetric intermolecular benzylic C-H amination was achieved under paddle-wheel diruthenium catalysis. A chiral diruthenium catalyst incorporating (S)-TPPTTL (tetraphenylphthaloyl-(S)-tert-leucine) ligand exhibited notable enantioselectivity, and aminated products were obtained with up to 99% ee. Unique chemoselectivity of the chiral diruthenium catalyst was also found for allylbenzene and alkyl-naphthalene substrates, demonstrating the complementary synthetic utility of chiral paddle-wheel Ru(II)-Ru(III) catalysts to Rh(II) counterparts.
引用
收藏
页码：523 / 528
页数：6
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