scholarly journals Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis

2014 ◽  
Vol 5 (4) ◽  
pp. 1354-1360 ◽  
Author(s):  
Barry M. Trost ◽  
James T. Masters ◽  
Jean-Philip Lumb ◽  
Dahlia Fateen

Palladium-catalyzed oxidative desymmetrization enables the efficient synthesis of both enantioenriched cycloalkenone building blocks and diverse epoxyquinoid natural products.

Symmetry ◽  
2019 ◽  
Vol 11 (12) ◽  
pp. 1510
Author(s):  
Renato Dalpozzo ◽  
Raffaella Mancuso

Benzopyran and benzodihydropyran (chromane) nuclei are the core structure of many natural products, in particular flavonoids. Many compounds possessing this structure are nutraceuticals, pharmaceutical nutrients. Therefore, benzopyran and chromane scaffolds are important building blocks in organic synthesis and many efforts have been made to set up efficient methods for their synthesis. In particular, asymmetric methods are of great importance, being natural products, and generally chiral substances. This review aims to cover literature in the range 2017–first half of 2019.


2021 ◽  
Author(s):  
Yangbin Jin ◽  
Chunsheng Li ◽  
Meng Li ◽  
Wanqing Wu ◽  
Huanfeng Jiang

Abstract Amines are prominent in natural products, pharmaceutical agents, and agrochemicals. Moreover, they are synthetically valuable building blocks for the construction of complex organic molecules and functional materials. However, amines, especially aliphatic and aromatic amines with free N-H, are prone to coordinate with transition-metal and deactivating the catalyst, posing a tremendous challenge to the application of Lewis basic amines in the amination of olefins. Herein we present the first case of oxidative amination of simple olefins with various Lewis basic amines. The combination of a palladium catalyst, 2,6-dimethyl-1,4-benzoquinone (2,6-DMBQ), and a phosphorous ligand leads to the efficient synthesis of alkyl and aryl allylamines. A series of allylamines are obtained with good yields and excellent regio- and stereoselectivities. Intramolecular amination to synthesize tetrahydropyrrole and piperidine derivatives was also realized. Mechanistic investigations reveal that the reaction undergoes allylic C(sp3)-H activation and subsequent functionalization.


2018 ◽  
Vol 42 (6) ◽  
pp. 4412-4418 ◽  
Author(s):  
L. N. Rao Maddali ◽  
Suresh Meka

An efficient synthesis of diarylalkynes was achieved from the domino cross-coupling reaction of 1,1-dichloroalkenes with triarylbismuth reagents under palladium-catalyzed conditions.


2017 ◽  
Vol 8 (2) ◽  
pp. 1233-1237 ◽  
Author(s):  
Alyn T. Davies ◽  
John M. Curto ◽  
Scott W. Bagley ◽  
Michael C. Willis

A mild, efficient synthesis of sulfonyl fluorides from aryl and heteroaryl bromides utilizing palladium catalysis is described.


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