Journal ArticleDOI
Stereoselective synthesis of bicyclic tertiary alcohols with quaternary stereocenters via intramolecular crossed benzoin reactions catalyzed by N-heterocyclic carbenes.
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TLDR
Bicyclic tertiary alcohols 1 bearing quaternary stereocenters at the two adjacent bridgehead positions were synthesized with high stereoselectivity via the intramolecular crossed benzoin reactions catalyzed by NHC organocatalysts.About:
This article is published in Organic Letters.The article was published on 2009-10-01. It has received 69 citations till now. The article focuses on the topics: Benzoin & Bicyclic molecule.read more
Citations
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Journal ArticleDOI
Organocatalytic Reactions Enabled by N-Heterocyclic Carbenes.
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Asymmetric Organocatalytic Cyclization and Cycloaddition Reactions
Albert Moyano,Ramon Rios +1 more
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Extending NHC-Catalysis: Coupling Aldehydes with Unconventional Reaction Partners
TL;DR: An efficient intermolecular Stetter reaction is developed for the formation of α-amino acid derivatives, with broad aldehyde scope and high enantiomeric excess, and tailor-made thiazolylidene catalysts allowed the unprecedented use of nonactivated olefins and alkynes as aldehydes coupling partners.
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Catalytic Enantioselective Desymmetrization Reactions to All-Carbon Quaternary Stereocenters.
TL;DR: The advances in the construction of all-carbon quaternary stereocenters via catalytic enantioselective desymmetrization of prochiral and meso-compounds are summarized and synthetic opportunities still available are outlined.
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Catalytic enantioselective carbon-carbon bond formation using cycloisomerization reactions
Iain D. G. Watson,F. Dean Toste +1 more
TL;DR: In this article, a review describes important recent advancements in asymmetric cycloisomerization reactions and a wide variety of catalytic and asymmetric strategies have been applied to these reactions over the past twenty years.
References
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Journal ArticleDOI
Organocatalysis by N-Heterocyclic Carbenes
TL;DR: The inversion of the classical reactivity (Umpolung) opens up new synthetic pathways in biochemical processes as nucleophilic acylations and in nature, the coenzyme thiamine (vitamin B1), a natural thiazolium salt, utilizes a catalytic variant of this concept in biochemical process as nucleophile acylation.
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N‐Heterocyclic Carbenes as Organocatalysts
TL;DR: This work highlights the ever-increasing number of reactions that can be promoted by N-heterocyclic carbenes and investigates the role of benzoin condensation in these reactions.
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Asymmetric synthesis of bicyclic intermediates of natural product chemistry
Zoltan G. Hajos,David R. Parrish +1 more
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Nucleophilic carbenes in asymmetric organocatalysis.
Dieter Enders,Tim Balensiefer +1 more
TL;DR: After a long and difficult search, stable carbenes are finally isolated, characterized, and in the chemist's hands, and the experiments of decades have finally resulted in successful enantioselective benzoin condensations and enantiOSElective intramolecular Stetter reactions.