ArticleChemical communications (Cambridge, England)2014
Catalytic enantioselective nucleophilic addition of ynamides to aldehydes.
Article in Chemical communications (Cambridge, England), 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Asymmetric Hydrative Aldol Reaction (HAR) via Vinyl-Gold Promoted Intermolecular Ynamide Addition to Aldehydes.Angewandte Chemie (International ed. in English) · 2023Article
- Asymmetric synthesis with ynamides: unique reaction control, chemical diversity and applications.Chemical Society reviews · 2020Article
- Isolation and synthesis of cryptosanguinolentine (isocryptolepine), a naturally-occurring bioactive indoloquinoline alkaloid.RSC advances · 2020Review
- Catalytic Enantioselective Ynamide Additions to Isatins: Concise Access to Oxindole Alkaloids.Angewandte Chemie (International ed. in English) · 2019Article
- Preparation and Utility ofMolecules (Basel, Switzerland) · 2019Review
- Scope and advances in the catalytic propargylic substitution reaction.RSC advances · 2018Review
- Efficient Access to Multifunctional Trifluoromethyl Alcohols through Base-Free Catalytic Asymmetric C-C Bond Formation with Terminal Ynamides.Angewandte Chemie (International ed. in English) · 2016Article
- Ynamide carbopalladation: a flexible route to mono-, bi- and tricyclic azacycles.Chemistry (Weinheim an der Bergstrasse, Germany) · 2015Article
- S3S63 Terminal Ynamides: Synthesis, Coupling Reactions and Additions to Common Electrophiles.Tetrahedron letters · 2015Article
- Copper(I)-catalyzed nucleophilic addition of ynamides to acyl chlorides and activated N-heterocycles.The Journal of organic chemistry · 2014Article
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Authors and funding
2 authors.
Funding
Abstract
The first catalytic asymmetric addition of ynamides to aliphatic and aromatic aldehydes is described. This reaction provides unprecedented access to a diverse family of N-substituted propargylic alcohols that are obtained in high yield and ee in the presence of 10 mol% of zinc triflate and N-methylephedrine. The use of apolar solvent mixtures is essential to avoid product racemization and to optimize ee's without compromising conversion.
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