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

页码：523 / 528

页数：6

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