Journal ArticleDOI
Rh(I)-catalyzed intramolecular [3 + 2] cycloaddition of trans-vinylcyclopropane-enes.
Lei Jiao,Siyu Ye,Zhi-Xiang Yu +2 more
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TLDR
A Rh(I)-catalyzed [3 + 2] reaction of trans-VCP-enes, where VCP acts as a three-carbon synthon to furnish five-membered carbocycles, is demonstrated.Abstract:
Vinylcyclopropane (VCP) has been well applied as a five-carbon component, rather than a three-carbon component, in transition-metal catalyzed cycloadditions. Here we demonstrate a Rh(I)-catalyzed [3 + 2] reaction of trans-VCP-enes, where VCP acts as a three-carbon synthon to furnish five-membered carbocycles. This novel cycloaddition is efficient in generating bicyclic cyclopentanes in good yields from simple and easily prepared substrates. When cis-VCP-ene is used as the substrate, VCP acts as a five-carbon unit to give a [5 + 2] cycloadduct. Rationalization of the [3 + 2] and [5 + 2] cycloadditions of VCP-enes has been proposed.read more
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Catalytic C-C Bond Activations via Oxidative Addition to Transition Metals.
TL;DR: The cleavage and subsequent functionalization of the C-CN bonds and decarbonylation processes operating by an excision of carbon monoxide from ketone derivatives have witnessed a large progress.
Journal ArticleDOI
[5 + 2] Cycloaddition Reactions in Organic and Natural Product Synthesis
Journal ArticleDOI
"Cut and Sew" Transformations via Transition-Metal-Catalyzed Carbon-Carbon Bond Activation.
TL;DR: The transition metal-catalyzed "cut and sew" transformation has recently emerged as a useful strategy for preparing complex molecular structures.
Journal ArticleDOI
[3+2] cycloadditions of aryl cyclopropyl ketones by visible light photocatalysis.
TL;DR: A new method for the formal [3+2] reaction of aryl cyclopropyl ketones with olefins to generate highly substituted cyclopentane ring systems is reported.
Journal ArticleDOI
Vinylcyclopropane derivatives in transition-metal-catalyzed cycloadditions for the synthesis of carbocyclic compounds.
Lei Jiao,Zhi-Xiang Yu +1 more
TL;DR: In this Synopsis, recent advances in transition-metal-catalyzed VCP cycloadditions are discussed, with a particular emphasis on the influence of VCP substitution pattern oncycloaddition modes.
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Journal ArticleDOI
Transition Metal-Mediated Cycloaddition Reactions
TL;DR: The phytochemical remains of the seven-membered ring formation are still under investigation, but it is clear that the polymethine content of the ring is lower than previously thought, suggesting that it is more likely to be a mixture of 22π and 32σ.
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Donor-acceptor-substituted cyclopropane derivatives and their application in organic synthesis.
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Transition metal chemistry of cyclopropenes and cyclopropanes.
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Enantioselective construction of spirocyclic oxindolic cyclopentanes by palladium-catalyzed trimethylenemethane-[3+2]-cycloaddition.
TL;DR: A catalytic asymmetric protocol for the synthesis of spirocyclic oxindolic cyclopentanes in excellent yields and enantioselectivities is reported, allowing for the first time the construction of up to three adjacent stereogenic centers.