Asymmetric cyclopropanation via an electro-organocatalytic cascade

被引：2

作者：

Krech, Anastasiya ^{[1
]}

Laktsevich-Iskryk, Marharyta ^{[1
]}

Deil, Nora ^{[1
]}

Fokin, Mihhail ^{[1
]}

Kimm, Mariliis ^{[1
]}

Oseka, Maksim ^{[1
]}

机构：

[1] Tallinn Univ Technol, Dept Chem & Biotechnol, Akad Tee 15, Tallinn 12618, Estonia

来源：

CHEMICAL COMMUNICATIONS | 2024年 / 60卷 / 95期

关键词：

ENANTIOSELECTIVE CYCLOPROPANATION; ALKYLATION REACTIONS; METAL CATALYSIS; ALDEHYDES; RING;

D O I：

10.1039/d4cc05092d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report an iminium ion-promoted, asymmetric synthesis of cyclopropanes via an electrocatalytic, iodine-mediated ring closure. The mild, controlled electrochemical generation of electrophilic iodine species in catalytic quantities prevents organocatalyst deactivation, while also eliminating the need for halogenating reagents, thus simplifying traditional synthetic approaches.

引用

页码：14026 / 14029

页数：5

共 50 条

[41] Organocatalytic Asymmetric 1,6-Addition Reactions
Biju, Akkattu T.
CHEMCATCHEM, 2011, 3 (12) : 1847 - 1849
[42] A new approach for an organocatalytic multicomponent domino asymmetric reaction
Carlone, Armando
Cabrera, Silvia
Marigo, Mauro
Jorgensen, Karl Anker
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (07) : 1101 - 1104
[43] Recent advances in organocatalytic asymmetric synthesis of polysubstituted pyrrolidines
Han, Man-Yi
Jia, Ju-Ying
Wang, Wei
TETRAHEDRON LETTERS, 2014, 55 (04) : 784 - 794
[44] Organocatalytic asymmetric fluorination of α-chloroaldehydes involving kinetic resolution
Shibatomi, Kazutaka
Okimi, Takuya
Abe, Yoshiyuki
Narayama, Akira
Nakamura, Nami
Iwasa, Seiji
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2014, 10 : 323 - 331
[45] Organocatalytic Asymmetric Decarboxylative Addition of -Ketoacids to Methyleneindolinones Derivatives
Kumari, Anita
Kaur, Jasneet
Bhardwaj, Vimal K.
Chimni, Swapandeep Singh
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (30) : 4081 - 4088
[46] Organocatalytic asymmetric nitroso aldol reaction of α-substituted malonamates
Gupta, Ekta
Vaishanv, Narendra Kumar
Kumar, Sandeep
Purshottam, Raja Krishnan
Kant, Ruchir
Mohanan, Kishor
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2022, 18 : 217 - 224
[47] Research Progress on Organocatalytic Asymmetric Synthesis of Atropisomeric Aldehydes
Liu, Xing-Xing
Hu, Zi-Rou
Duan, Ming-Fei
Cheng, Dao-Juan
ADVANCED SYNTHESIS & CATALYSIS, 2025,
[48] A Novel Organocatalytic Asymmetric Transfer Hydrogenation of α,β-Unsaturated Aldehydes
Zhang, Bao-Hua
Shi, Lan-Xiang
Guo, Rui-Xia
HELVETICA CHIMICA ACTA, 2013, 96 (11) : 2152 - 2154
[49] Asymmetric Organocatalytic Formal Alkynylation and Alkenylation of α,β-Unsaturated Aldehydes
Nielsen, Martin
Jacobsen, Christian Borch
Paixao, Marcio W.
Holub, Nicole
Jorgensen, Karl Anker
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (30) : 10581 - 10586
[50] Stereodivergent assembly of tetrahydro-γ-carbolines via synergistic catalytic asymmetric cascade reaction
Xu, Shi-Ming
Wei, Liang
Shen, Chong
Xiao, Lu
Tao, Hai-Yan
Wang, Chun-Jiang
NATURE COMMUNICATIONS, 2019, 10 (1)

← 1 2 3 4 5 →