ChemInform Abstract: TRIALKYLSILYL TRIFLATE IN ORGANIC SYNTHESIS. 12. RING OPENING OF OXIRANES BY TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE

1982 ◽  
Vol 13 (18) ◽  
Author(s):  
S. MURATA ◽  
M. SUZUKI ◽  
R. NOYORI
Keyword(s):  
Organic Synthesis ◽  
Ring Opening ◽  
Trimethylsilyl Trifluoromethanesulfonate

scholarly journals Cobalt-Catalyzed Multisubstituted Allylation of Chelation-Assisted C-H bond of (Hetero)arenes with Cyclopropenes

2021 ◽  
Author(s):  
Kuppan Ramachandran ◽  
Pazhamalai Anbarasan
Keyword(s):  
Organic Synthesis ◽  
Ring Opening ◽  
Highly Strained

Cyclopropenes are highly strained three-membered carbocycle, which offers unique reactivity in organic synthesis. Herein, Cp*CoIII-catalyzed ring-opening isomerization of cyclopropenes to cobalt vinylcarbene has been utilized for the synthesis of multisubstituted...

scholarly journals Cobalt Catalysis Enables Regioselective Ring-opening of Epoxides with Aryl Halides

2021 ◽  
Author(s):  
Aleksandra Potrząsaj ◽  
Mateusz Musiejuk ◽  
Wojciech Chaładaj ◽  
Maciej Giedyk ◽  
Dorota Gryko
Keyword(s):  
Vitamin B12 ◽  
Organic Synthesis ◽  
Blue Light ◽  
Catalytic System ◽  
Ring Opening ◽  
Aryl Halides ◽  
Light Irradiation ◽  
Selective Synthesis ◽  
Ring Opening Of Epoxides

Ring-opening of epoxides furnishing either linear or branched products belongs to the group of classic transformations in organic synthesis. However, the regioselective cross-electrophile coupling of aryl epoxides with aryl halides still represents a key challenge. Herein, we report vitamin B12/Ni dual-catalytic system that allows for the selective synthesis of linear products under blue-light irradiation.

DABCO as a Base and an Organocatalyst in Organic Synthesis: A Review

2020 ◽  
Vol 7 (2) ◽  
pp. 146-162
Author(s):  
Dinesh K. Jangid
Keyword(s):  
Organic Synthesis ◽  
Ring Opening ◽  
High Selectivity ◽  
Solid Catalyst ◽  
Cycloaddition Reactions ◽  
Coupling Reactions ◽  
Henry Reaction ◽  
Environmental Friendly ◽  
Ring Opening Reactions ◽  
Catalytic Applications

One of the organocatalysts 1,4-diazabicyclo[2.2.2]octane (DABCO) is an excellent solid catalyst in a number of reactions. It is also a good nucleophile and a base in numerous reactions for the synthesis of heterocycles. DABCO catalyzes many reactions like cycloaddition reactions, coupling reactions, Baylis-Hillman reaction, Henry reaction, ring opening reactions, etc. One more advanced feature of these reactions is that they proceed through environmental friendly pathway. DABCO has more advantages than other organic catalysts because it is an inexpensive, non.toxic base, an ecofriendly and a highly reactive catalyst for building of organic frameworks, which produce the desired products in excellent yields with high selectivity. Many catalytic applications of DABCO have been reported for the synthesis of an organic framework which has been discussed in this review.

Synthesis and Applications of Cyclopropanones and their Equivalents as Three-Carbon Building Blocks in Organic Synthesis

Synthesis ◽  
2021 ◽  
Author(s):  
Yujin Jang ◽  
Roger Machin-Rivera ◽  
Vincent Lindsay
Keyword(s):  
Organic Synthesis ◽  
Ring Opening ◽  
Building Blocks ◽  
Ring Expansion ◽  
Ring System ◽  
Small Ring ◽  
Future Directions ◽  
Highly Strained ◽  
And Storage

Cyclopropanone derivatives constitute highly strained cycloalkanones with promising applications as three-carbon building blocks in organic synthesis. Due to the presence of a ketone in such a small ring system, all C–C bonds and the carbonyl group are considered to be labile in suitable conditions, leading to a wide variety of synthetic disconnections, including nucleophilic addition, ring expansion, ring-opening and (formal) cycloaddition. Despite their synthetic potential, the widespread adoption of cyclopropanones as substrates has been considerably hampered by the difficulties associated with the preparation and storage of such unstable compounds, prompting the development of cyclopropanone surrogates that can equilibrate to parent ketone in situ via elimination. This review summarizes the syntheses and applications of cyclopropanone derivatives and their equivalents, and offers a perspective of the state of the field as well as its expected future directions.

scholarly journals Asymmetric Ring-Opening of Epoxides Catalyzed by Metal–Salen Complexes

Catalysts ◽  
2020 ◽  
Vol 10 (6) ◽  
pp. 705
Author(s):  
Anna Lidskog ◽  
Yutang Li ◽  
Kenneth Wärnmark
Keyword(s):  
Functional Groups ◽  
Organic Synthesis ◽  
Ring Opening ◽  
Kinetic Resolution ◽  
Catalytic Systems ◽  
Salen Complexes ◽  
Epoxide Opening ◽  
Ring Opening Of Epoxides ◽  
One Step ◽  
Asymmetric Ring Opening

The asymmetric ring-opening of epoxides is an important reaction in organic synthesis, since it allows for the enantioselective installation of two vicinal functional groups with specific stereochemistry within one step from a highly available starting material. An effective class of catalysts for the asymmetric ring-opening of epoxides is metal–salen complexes. This review summarizes the development of metal–salen catalyzed enantioselective desymmetrization of meso-epoxides and kinetic resolution of epoxides with various nucleophiles, including the design and application of both homogeneous- and heterogeneous epoxide-opening catalysts as well as multi-metallic covalent and supramolecular catalytic systems.

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