Using ring-opening reactions of oxabicyclic compounds as a strategy in organic synthesis

1997 ◽  
pp. 1-85 ◽  
Author(s):  
Pauline Chiu ◽  
Mark Lautens
Keyword(s):  
Organic Synthesis ◽  
Ring Opening ◽  
Ring Opening Reactions

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.

Electrophilic Ring Opening of Small Heterocycles

Synthesis ◽  
2017 ◽  
Vol 49 (24) ◽  
pp. 5307-5319 ◽  
Author(s):  
Chuan Wang
Keyword(s):  
Ethylene Oxide ◽  
Functional Groups ◽  
Organic Synthesis ◽  
Ring Opening ◽  
Building Blocks ◽  
Nickel Titanium ◽  
Ring Opening Reactions ◽  
Palladium Catalyzed ◽  
Ring Opening Of Epoxides ◽  
Nucleophilic Ring Opening

Small heterocycles, such as epoxides, aziridines, and ox­etanes are among the most useful building blocks in organic synthesis. Through electrophilic ring opening of these molecules, various electrophilic functional groups can be installed, which cannot be achieved via classic nucleophilic ring-opening reactions. In this review, the developments of electrophilic ring opening of small heterocycles are surveyed and organized according to the types of metal promoters.1 Introduction2 Electrophilic Ring Opening of Small Heterocycles Using Stoichiometric Metals2.1 Lithium-Mediated Electrophilic Ring Opening of Epoxides and Oxetanes2.2 Chromium-Mediated Electrophilic Ring Opening of Vinyl Epoxides2.3 Tin-Mediated Electrophilic Ring Opening of Vinyl Epoxides2.4 Samarium-Mediated Electrophilic Ring Opening of Vinyl and Alkynyl Epoxides2.5 Titanium-Mediated Electrophilic Ring Opening of Epoxides2.6 Platinum, Palladium, and Nickel-Mediated Electrophilic Ring Opening of 1,1-Dimethyl Ethylene Oxide3 Catalytic Electrophilic Ring Opening of Small Heterocycles3.1 Titanium-Catalyzed Electrophilic Ring Opening of Epoxides3.2 Palladium-Catalyzed Electrophilic Ring Opening of Vinyl and Alkynyl Small Heterocycles3.3 Iron-Catalyzed Electrophilic Ring Opening of Oxetanes3.4 Scandium-Catalyzed Electrophilic Ring Opening of Vinyl Epoxides3.5 Iridium-Catalyzed Electrophilic Ring Opening of 2-Methyl 2-Vinyl­oxiranes3.6 Nickel-Catalyzed Electrophilic Ring Opening of Epoxides and Aziridines3.7 Nickel–Titanium-Cocatalyzed Electrophilic Ring Opening of Epoxides4 Summary

ChemInform Abstract: Ring-Opening Reactions of Difluoro(methylene)cyclopropanes with Halogens and Amines.

ChemInform ◽  
2009 ◽  
Vol 40 (12) ◽  
Author(s):  
Xiao-Chun Hang ◽  
Qing-Yun Chen ◽  
Ji-Chang Xiao
Keyword(s):  
Ring Opening ◽  
Ring Opening Reactions

Substituent Effects in Mechanochemical Allowed and Forbidden Cyclobutene Ring-Opening Reactions

2021 ◽  
Author(s):  
Cameron L. Brown ◽  
Brandon H. Bowser ◽  
Jan Meisner ◽  
Tatiana B. Kouznetsova ◽  
Stefan Seritan ◽  
...  
Keyword(s):  
Ring Opening ◽  
Substituent Effects ◽  
Ring Opening Reactions

ChemInform Abstract: Discovery of μ-Opioid Selective Ligands Derived from 1-Aminotetralin Scaffolds Made via Metal-Catalyzed Ring-Opening Reactions.

ChemInform ◽  
2009 ◽  
Vol 40 (29) ◽  
Author(s):  
Chris Dockendorff ◽  
Shujuan Jin ◽  
Madeline Olsen ◽  
Mark Lautens ◽  
Martin Coupal ◽  
...  
Keyword(s):  
Ring Opening ◽  
Ring Opening Reactions ◽  
Selective Ligands ◽  
Metal Catalyzed
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