Organocatalyzed Carbonyl–Olefin Metathesis

Lee, Ai‐Lan

doi:10.1002/anie.201300678

Cited by 17 publications

(4 citation statements)

References 15 publications

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“…The carbonyl–olefin metathesis (COM) reaction, an analogue of the olefin–olefin metathesis reaction, is considered to be very useful for direct carbon–carbon bond forming transformations and functional group interconversions. There had been a number of developments on experimental protocols and catalysts for the COM reaction.…”

Section: Introductionmentioning

confidence: 99%

Carbonyl–Olefin Metathesis Catalyzed by Molecular Iodine

et al. 2018

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The carbonyl−olefin metathesis reaction could facilitate rapid functional group interconversion and allow construction of complicated organic structures. Herein, we demonstrate that elemental iodine, a very simple catalyst, can efficiently promote this chemical transformation under mild reaction conditions. Our mechanistic studies revealed intriguing aspects of the activation mode via molecular iodine and the iodonium ion that could change the previously established perception of catalyst and substrate design for the carbonyl−olefin metathesis reaction.

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Section: Introductionmentioning

confidence: 99%

Carbonyl–Olefin Metathesis Catalyzed by Molecular Iodine

et al. 2018

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“…It should be pointed out that other synthetically useful methodologies related to alkenes and alkynes metathesis such as the carbonyl-alkene and alkyne metathesis [36] will not be considered here.…”

Section: Metathesis[1] a Brief Historical Overview[2]mentioning

confidence: 99%

Ring Rearrangement Metathesis in 7-Oxabicyclo[2.2.1]heptene (7-Oxanorbornene) Derivatives. Some Applications in Natural Product Chemistry

Roscales

Plumet

2017

Natural Product Communications

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Metathesis reactions is firmly established as a valuable synthetic tool in organic chemistry, clearly comparable with the venerable Diels-Alder and Wittig reactions and, more recently, with the metal-catalyzed cross-coupling reactions. Metathesis reactions can be considered as a fascinating synthetic methodology, allowing different variants regarding substrate (alkene and alkyne metathesis) and type of metathetical reactions. On the other hand, tandem metathesis reactions such Ring Rearrangement Metathesis (RRM) and the coupling of metathesis reaction with other reactions of alkenes such as Diels-Alder or Heck reactions, makes metathesis one of the most powerful and reliable synthetic procedure. In particular, Ring-Rearrangement Metathesis (RRM) refers to the combination of several metathesis transformations into a domino process such as ringopening metathesis (ROM)/ring-closing metathesis (RCM) and ROM-cross metathesis (CM) in a one-pot operation. RRM delivers complex frameworks that are difficult to assemble by conventional methods constitutingan atom economic process. RRM is applicable to mono-and polycyclic systems of varying ring sizes such as cyclopropene, cyclobutene, cyclopentene, cyclohexene, pyran systems, bicyclo[2.2.1]heptene derivatives, bicyclo[2.2.2]octene derivatives, bicyclo[3.2.1]octene derivatives and bicyclo[3.2.1]octene derivatives. In this review our attention has focused on the RRM reactions in 7-oxabicyclo[2.2.1]heptene derivatives and on their application in the synthesis of natural products or significant subunits of them.

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“…The first asymmetric organocatalytic synthesis by phosphine catalyzed [3+2] cycloaddition of allenoates onto fullerene is reported to yield enantiomerically pure carbocyclic fullerene derivatives under mild conditions [279]. A new [3+2] cycloaddition/cycloreversion strategy for organocatalytic and thermally allowed carbonyl-olefin metathesis is reported [280]. Recently, a strong evidence for halogen bond based organocatalysis is reported for the reaction of 1-chloroisochroman with ketene silyl acetals [281].…”

Section: Journal Of Catalystsmentioning

confidence: 99%

Organocatalysis: Key Trends in Green Synthetic Chemistry, Challenges, Scope towards Heterogenization, and Importance from Research and Industrial Point of View

Shaikh

2014

Journal of Catalysts

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This paper purports to review catalysis, particularly the organocatalysis and its origin, key trends, challenges, examples, scope, and importance. The definition of organocatalyst corresponds to a low molecular weight organic molecule which in stoichiometric amounts catalyzes a chemical reaction. In this review, the use of the termheterogenized organocatalystwill be exclusively confined to a catalytic system containing an organic molecule immobilized onto some sort of support material and is responsible for accelerating a chemical reaction. Firstly, a brief description of the field is provided putting it in a green and sustainable perspective of chemistry. Next, research findings on the use of organocatalysts on various inorganic supports including nano(porous)materials, nanoparticles, silica, and zeolite/zeolitic materials are scrutinized in brief. Then future scope, research directions, and academic and industrial applications will be outlined. A succinct account will summarize some of the research and developments in the field. This review tries to bring many outstanding researches together and shows the vitality of the organocatalysis through several aspects.

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Organocatalyzed Carbonyl–Olefin Metathesis

Cited by 17 publications

References 15 publications

Carbonyl–Olefin Metathesis Catalyzed by Molecular Iodine

Carbonyl–Olefin Metathesis Catalyzed by Molecular Iodine

Ring Rearrangement Metathesis in 7-Oxabicyclo[2.2.1]heptene (7-Oxanorbornene) Derivatives. Some Applications in Natural Product Chemistry

Organocatalysis: Key Trends in Green Synthetic Chemistry, Challenges, Scope towards Heterogenization, and Importance from Research and Industrial Point of View

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