Metal-catalyzed regiodivergent organic reactions

2019 ◽  
Vol 48 (16) ◽  
pp. 4515-4618 ◽  
Author(s):  
Carmen Nájera ◽  
Irina P. Beletskaya ◽  
Miguel Yus
Keyword(s):  
Organic Reactions ◽  
Ch Activation ◽  
Allylic Substitutions ◽  
Metal Catalyzed

This review discusses metal-catalysed regiodivergent additions, allylic substitutions, CH-activation, cross-couplings and intra- or intermolecular cyclisations.

Organic Reactivity Control by Means of Neighboring Groups and Organometallics. A Personal Account

1994 ◽  
Vol 59 (1) ◽  
pp. 1-74 ◽  
Author(s):  
Pavel Kočovský
Keyword(s):  
Transition Metals ◽  
Cyclopropane Ring ◽  
Allylic Substitutions ◽  
Recent Developments ◽  
Cardioactive Drug ◽  
Novel Method ◽  
Metal Catalyzed ◽  
Electrophilic Additions ◽  
Near Future ◽  
First Time

This review summarizes the main topics of our research and covers the period of the last 15 years. The prime interest is focused on various ways of controlling the regio- and stereoselectivity of selected organic reactions, in particular electrophilic additions, cleavage of cyclopropane rings, and allylic substitutions by means of neighboring groups and/or transition and non-transition metals. In the first part, the factors governing the course of electrophilic additions are assessed, culminating in the formulation of selection rules for the reactivity of cyclohexene systems, and in a concise synthesis of the natural cardioactive drug, strophanthidin. These studies also contribute to a better understanding of the mechanisms of electrophilic additions. The second part describes recent developments in the stereo- and regiocontrolled cleavage of cyclopropane rings by non-transition metals (Tl and Hg), and the reactivity and transmetalation (with Pd) of the primary products. This methodology has resulted in novel routes to unique polycyclic structures, and will have synthetic applications in the near future. Evidence for the stereospecific "corner" cleavage of the cyclopropane ring has been provided for the first time for Tl and later for Hg. The third part deals with transition metal-catalyzed allylic substitution. Evidence for a new "syn" mechanism for the formation of the intermediate (π-allyl)palladium complex has been provided, which runs counter to the generally accepted "anti" mechanism. A novel method for a Pd-catalyzed allylic oxidation has been developed and employed in the synthesis of natural sesquiterpenes. The increasing importance of transition and non-transition metals for synthetic organic chemistry is demonstrated by their unique reactivity in a number of the papers included in this review.

scholarly journals Transition metal-catalyzed organic reactions in undivided electrochemical cells

2021 ◽  
Author(s):  
Cong Ma ◽  
Ping Fang ◽  
Dong Liu ◽  
Ke-Jin Jiao ◽  
Pei-Sen Gao ◽  
...  
Keyword(s):  
Transition Metal ◽  
Research Area ◽  
Metal Catalysts ◽  
Organic Reactions ◽  
Electrochemical Cells ◽  
Organic Electrochemistry ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Abstract: Transition metal-catalyzed organic electrochemistry is a rapidly growing research area owing in part of the ability of metal catalysts to alter the selectivity of a given transformation. This conversion...

ChemInform Abstract: Metal-Catalyzed Organic Reactions Using Mechanochemistry

ChemInform ◽  
2015 ◽  
Vol 46 (33) ◽  
pp. no-no
Author(s):  
Jose G. Hernandez ◽  
Tomislav Friscic
Keyword(s):  
Organic Reactions ◽  
Metal Catalyzed

Synthesis of DPA-triazole structures and their application as ligand for metal catalyzed organic reactions

Tetrahedron ◽  
2021 ◽  
pp. 132581
Author(s):  
Alessandro Sacchetti ◽  
Carolina Urra Mancilla ◽  
Greta Colombo Dugoni
Keyword(s):  
Organic Reactions ◽  
Metal Catalyzed

Synthesis of E-vinylogous (R)-amino acid derivatives via metal-catalyzed allylic substitutions on enzyme-derived substrates

2005 ◽  
Vol 16 (9) ◽  
pp. 1655-1661 ◽  
Author(s):  
Donald R. Deardorff ◽  
Cullen M. Taniguchi ◽  
Anna C. Nelson ◽  
Andrew P. Pace ◽  
Alexander J. Kim ◽  
...  
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Allylic Substitutions ◽  
Metal Catalyzed
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