8.1.33.4 Transition-Metal-Catalyzed C—C Bond Formation with Organolithium Reagents (Update 2025) DOI
Jaime Mateos, Martín Fañanás‐Mastral

Опубликована: Дек. 13, 2024

Abstract Organolithium compounds are among the most versatile and widely used reagents in organic synthesis. However, their high reactivity basicity have historically limited use as direct coupling partners metal-catalyzed carbon—carbon bond forming methods. This review provides an update to advances this area, with a focus on highlighting reports during period 2011–2023, that revolutionized field, propelling organolithium forefront of strategies for constructing new C—C bonds using transition-metal catalysts.

Язык: Английский

Enantioselective desymmetrization reactions in asymmetric catalysis DOI
Carmén Nájera, Francisco Foubelo, José M. Sansano

и другие.

Tetrahedron, Год журнала: 2022, Номер 106-107, С. 132629 - 132629

Опубликована: Янв. 1, 2022

Язык: Английский

Процитировано

82

Update on the Synthesis of N‐Heterocycles via Cyclization of Hydrazones (2017–2021) DOI
Yunhe Lv, Jianping Meng, Chen Li

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2021, Номер 363(23), С. 5235 - 5265

Опубликована: Ноя. 4, 2021

Abstract Hydrazones, as universal structural units, are useful synthons for the formation of carbon–nitrogen and nitrogen−heteroatom bonds. Thus, they provide new methods constructing nitrogen‐containing heterocycles. In recent years, especially between 2017 2021, many efforts have been made to exploit hydrazone‐based reactions in develop more powerful effective pathways towards synthesis various multifunctional heterocyclic compounds. However, despite tremendous amount work that has published over past five no review summarizes significant progress preparation nitrogen heterocycles via intramolecular cyclization hydrazones with adjacent unsaturated bonds or intermolecular systems. Therefore, this strategies used synthesize years. It discusses corresponding reaction scopes, limitations, mechanisms, problems. magnified image

Язык: Английский

Процитировано

60

Recent advances in Pd-catalyzed asymmetric cyclization reactions DOI
Bing Xu,

Quanpu Wang,

Chao Fang

и другие.

Chemical Society Reviews, Год журнала: 2023, Номер 53(2), С. 883 - 971

Опубликована: Дек. 18, 2023

This review aims to collect advancements in enantioselective palladium-catalyzed cyclization reactions over the past eleven years, and it is organized into thirteen sections depending on different types of transformations involved.

Язык: Английский

Процитировано

42

Palladium-catalyzed annulative allylic alkylation for regioselective construction of indole-fused medium-sized cyclic ethers DOI

Ling-Qi Chen,

Chi‐Fan Zhu,

Su Zhang

и другие.

Chinese Chemical Letters, Год журнала: 2023, Номер 34(12), С. 108398 - 108398

Опубликована: Март 31, 2023

Язык: Английский

Процитировано

14

Pd-Catalyzed Asymmetric Allylic Substitution Cascade of Substituted 4-Hydroxy-2H-pyrones with meso-Allyl Dicarbonates DOI
Yan Zheng, Siqi Dong, Kai Xu

и другие.

Organic Letters, Год журнала: 2022, Номер 24(19), С. 3440 - 3444

Опубликована: Май 11, 2022

An efficient Pd-catalyzed asymmetric allylic substitution cascade of 4-hydroxy-2H-pyrones with meso-allyl dicarbonates has been developed for the synthesis kinetic chiral tetrahydro-1H-pyrano[4,3-b]benzofuran-1-one products in ≤87% yield and ≤99% ee. The protocol was achieved via a temperature-controlled control process, which illustrated by means experimental results experiments. reaction could be conducted on gram scale, resulting product allows several transformations.

Язык: Английский

Процитировано

20

Pd-Catalyzed Asymmetric Annulative Dearomatization of Phenols for Regio- and Enantioselective Synthesis of Spirocyclohexadienones DOI

Hui‐Lin Mao,

Yuxin Wang, Xue Wang

и другие.

Organic Letters, Год журнала: 2023, Номер 25(32), С. 5963 - 5968

Опубликована: Авг. 4, 2023

A palladium-catalyzed asymmetric annulative dearomatization of phenols with butene dicarbonate is reported, enabling twofold decarboxylative allylation to regioselectively produce a range spirocyclohexadienones 29-95% yields and 74-99% ee. catalytic dearomative formal [4 + 2] cyclization 1,1'-biphenyl-2,4'-diols delivered spiro[chromane-4,1'-cyclohexane]-2',5'-dien-4'-ones high enantioselectivity, whereas enantioenriched spiro[cyclohexane-1,4'-quinoline]-2,5-dien-4-ones were generated starting from 2'-amino-[1,1'-biphenyl]-4-ols as 1,4-dinucleophiles.

Язык: Английский

Процитировано

11

Asymmetric cascades of the π-allyl complex: a journey from transition-metal catalysis to metallaphotocatalysis DOI
Santosh K. Nanda

Chemical Communications, Год журнала: 2023, Номер 59(76), С. 11298 - 11319

Опубликована: Янв. 1, 2023

The enantioselective catalytic cascade involving Tsuji-Trost allylation has provided a viable strategy for the construction of multiple asymmetric C-C and C-X centres numerous methods have been developed around it synthesis various vital scaffolds. synthetic utility this was enhanced by replacing customary allyl acetates with ethylene diacetates/dicarbonates, vinyl epoxides, oxetanes, carbonates, cyclopropanes, enynes, dienes using transition-metal catalysis. One more milestone achieved when metallaphotocatalysis necessary platform these cascades cheaper metal. This review will provide summary from 2015.

Язык: Английский

Процитировано

10

Recent advances in cyclization reactions via catalytic allylic substitution for the asymmetric synthesis of heterocyclic compounds DOI
Bendu Pan,

Chitreddy V. Subba Reddy,

Yunru Wu

и другие.

Tetrahedron Letters, Год журнала: 2024, Номер 141, С. 155071 - 155071

Опубликована: Апрель 17, 2024

Язык: Английский

Процитировано

3

Domino syntheses of carbo- and heterocycles from Pd-catalyzed bis-substitutions of allylic bis-carboxylates, -carbonates or –diols DOI
Jacques Мuzart

Tetrahedron, Год журнала: 2025, Номер unknown, С. 134680 - 134680

Опубликована: Апрель 1, 2025

Язык: Английский

Процитировано

0

Catalyst-Free 1,2-Dibromination of Alkenes Using 1,3-Dibromo-5,5-dimethylhydantoin (DBDMH) as a Bromine Source DOI
Lei Wang,

Lele Zhai,

Jinyan Chen

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(5), С. 3177 - 3183

Опубликована: Фев. 8, 2022

A direct 1,2-dibromination method of alkenes is realized using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) as a bromine source. This reaction proceeds under mild conditions without the use catalyst and an external oxidant. Various sorts alkene substrates are transformed into corresponding 1,2-dibrominated products in good to excellent yields with broad substrate scope exclusive diastereoselectivity. offers green practical approach synthesize vicinal dibromide compounds.

Язык: Английский

Процитировано

14