Rhodaelectro-catalyzed chemo-divergent C-H activations with alkylidenecyclopropanes for selective cyclopropylations

被引：19

作者：

Shen, Zhigao ^{[1
,2
]}

Maksso, Isaac ^{[1
,2
]}

Kuniyil, Rositha ^{[1
,2
]}

Rogge, Torben ^{[1
,2
]}

Ackermann, Lutz ^{[1
]}

机构：

[1] Georg August Univ Gottingen, Inst Organs & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany

[2] Georg August Univ Gottingen, Wohler Res Inst Sustainable Chem, Tammannstr 2, D-37077 Gottingen, Germany

来源：

CHEMICAL COMMUNICATIONS | 2021年 / 57卷 / 30期

关键词：

CARBON-CARBON BONDS; ORGANIC ELECTROSYNTHESIS; EFFICIENT TOOL; ELECTROCHEMISTRY; FUNCTIONALIZATION; CLEAVAGE; METALLAELECTROCATALYSIS; OLEFINS;

D O I：

10.1039/d0cc08123j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein, we report on selectivity control in C-H activations with alkylidenecyclopropanes (ACPs) for the chemo-selective assembly of cyclopropanes or dienes. Thus, unprecedented rhodaelectro-catalyzed C-H activations were realized with diversely decorated ACPs with a wide substrate scope and electricity as the sole oxidant.

引用

页码：3668 / 3671

页数：4

共 51 条

[1] Metalla-electrocatalyzed C-H Activation by Earth-Abundant 3d Metals and Beyond [J].

Ackermann, Lutz .

ACCOUNTS OF CHEMICAL RESEARCH, 2020, 53 (01) :84-104

[2] Nitroso Diels-Alder (NDA) reaction as an efficient tool for the functionalization of diene-containing natural products [J].

Carosso, Serena ;

Miller, Marvin J. .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (38) :7445-7468

[3] Recent advances in the total synthesis of cyclopropane-containing natural products [J].

Chen, David Y. -K. ;

Pouwer, Rebecca H. ;

Richard, Jean-Alexandre .

CHEMICAL SOCIETY REVIEWS, 2012, 41 (13) :4631-4642

[4] "Cut and Sew" Transformations via Transition-Metal-Catalyzed Carbon-Carbon Bond Activation [J].

Chen, Peng-hao ;

Billett, Brent A. ;

Tsukamoto, Tatsuhiro ;

Dong, Guangbin .

ACS CATALYSIS, 2017, 7 (02) :1340-1360

[5] Complementary Strategies for Directed C(sp3)-H Functionalization: A Comparison of Transition-Metal-Catalyzed Activation, Hydrogen Atom Transfer, and Carbene/Nitrene Transfer [J].

Chu, John C. K. ;

Rovis, Tomislav .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (01) :62-101

[6] Creating Stereocenters within Acyclic Systems by C-C Bond Cleavage of Cyclopropanes [J].

Cohen, Yair ;

Cohen, Anthony ;

Marek, Ilan .

CHEMICAL REVIEWS, 2021, 121 (01) :140-161

[7] Three-membered-ring-based molecular architectures [J].

de Meijere, Armin ;

Kozhushkov, Sergei I. ;

Schill, Heiko .

CHEMICAL REVIEWS, 2006, 106 (12) :4926-4996

[8] From natural product to marketed drug: the tiacumicin odyssey [J].

Erb, William ;

Zhu, Jieping .

NATURAL PRODUCT REPORTS, 2013, 30 (01) :161-174

[9] Anodic Cyclization Reactions and the Mechanistic Strategies That Enable Optimization [J].

Feng, Ruozhu ;

Smith, Jake A. ;

Moeller, Kevin D. .

ACCOUNTS OF CHEMICAL RESEARCH, 2017, 50 (09) :2346-2352

[10] Redox catalysis in organic electrosynthesis: basic principles and recent developments [J].

Francke, Robert ;

Little, R. Daniel .

CHEMICAL SOCIETY REVIEWS, 2014, 43 (08) :2492-2521

← 1 2 3 4 5 6 →