Synthesis of Carbocyclic Compounds via a Nickel-Catalyzed Carboiodination Reaction

ACS Catalysis ◽  
2021 ◽  
pp. 925-931
Author(s):  
Austin D. Marchese ◽  
Timur Adrianov ◽  
Martin F. Köllen ◽  
Bijan Mirabi ◽  
Mark Lautens
Keyword(s):  
Carbocyclic Compounds

scholarly journals New cyclization reactions in organic syntheses

2002 ◽  
Vol 74 (1) ◽  
pp. 159-166 ◽  
Author(s):  
Iwao Ojima
Keyword(s):  
Amino Acids ◽  
Transition Metal ◽  
Total Synthesis ◽  
Cyclization Reactions ◽  
Organic Syntheses ◽  
Carbocyclic Compounds ◽  
Efficient Construction ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Recent development in the transition metal-catalyzed cyclization reactions for organic syntheses in the author's laboratories is summarized, which includes (i) novel silylcarbocyclizations (SiCaCs) and carbonylative carbotricyclizations, (ii) intramolecular silylformylations and desymmerization of siloxydiynes by sequential double silylformylation, (iii) efficient total synthesis of (+)-prosopinine, (iv) enantioselective desymmetrization of aminodienes, and (iv) new and efficient routes to 1-azabicyclo[x.y.0]alkane amino acids. All these processes are catalyzed by Rh or Rh­Co complexes, and useful for rapid and efficient construction of a variety of heterocyclic and carbocyclic compounds. Mechanisms of these new carbocyclization and cyclohydrocarbonylation reactions are also discussed.

Recent advances in cyclohydrocarbonylation reactions

2005 ◽  
Vol 83 (6-7) ◽  
pp. 681-692 ◽  
Author(s):  
Wen-Hua Chiou ◽  
Seung-Yub Lee ◽  
Iwao Ojima
Keyword(s):  
Transition Metal Complexes ◽  
Relevant Literature ◽  
Cascade Process ◽  
One Pot ◽  
Polycyclic Compounds ◽  
Carbon Nucleophiles ◽  
Recent Advances ◽  
Carbocyclic Compounds ◽  
Cascade Processes ◽  
One Step

This article describes recent advances in the cyclohydrocarbonylation reactions catalyzed by transition-metal complexes and their applications in organic synthesis as a review covering the relevant literature up to the middle of 2004. The reactions are categorized into four types, i.e., intramolecular amidocarbonylation reactions, intramolecular aminocarbonylation reactions, cyclohydrocarbonylation reactions involving carbon–nucleophiles, and other cyclohydrocarbonylation reactions. Cyclohydrocarbonylation reactions provide efficient routes to various monocyclic, bicyclic, and polycyclic compounds as a one-step cascade process or a one-pot process. Reaction mechanisms for these cascade processes are discussed as needed for clarification. The heterocyclic and carbocyclic compounds, thus obtained, can be further transformed to specific targets. Examples of such applications are also discussed.Key words: catalysis, cyclohydrocarbonylation, hydroformylation, amidocarbonylation, cyclization, regioselectivity, aldehydes, regioselective, cascade, heterocycles, rhodium.

ChemInform Abstract: Routes to Carbocyclic Compounds of Pharmaceutical Importance from Carbohydrates

1986 ◽  
Vol 17 (27) ◽  
Author(s):  
S. CHEW ◽  
R. J. FERRIER ◽  
P. PRASIT ◽  
P. C. TYLER
Keyword(s):  
Carbocyclic Compounds

CpRu-catalyzed asymmetric dehydrative allylation

2013 ◽  
Vol 85 (6) ◽  
pp. 1121-1132 ◽  
Author(s):  
Masato Kitamura ◽  
Kengo Miyata ◽  
Tomoaki Seki ◽  
Namdev Vatmurge ◽  
Shinji Tanaka
Keyword(s):  
Heterocyclic Compounds ◽  
Bifunctional Catalyst ◽  
High Reactivity ◽  
Allylic Alcohols ◽  
Chiral Catalysts ◽  
Carbocyclic Compounds ◽  
Donor Acceptor ◽  
High Utility ◽  
Operational Simplicity

Asymmetric Tsuji–Trost allylation is one of the key chiral technologies for construction of pharmaceutically important compounds because of the high utility of alkenyl-substituted products. Particularly, the dehydrative system using allylic alcohols and protic nucleophiles has started to attract the attention of organic synthetic chemists from the viewpoints of atom and step economy, environmental benignity, and operational simplicity. In this paper, two types of new chiral CpRu catalysts, which have been developed on the basis of redox-mediated donor–acceptor bifunctional catalyst (RDACat) concept, are presented. Complementary use of the chiral catalysts has realized the syntheses of a wide rage of carbocyclic compounds, saturated N- or O-heterocyclic compounds with high reactivity, regioselectivity, enantioselectivity, productivity, and generality.

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