ArticleJournal of the American Chemical Society2015
Direct enantioselective conjugate addition of carboxylic acids with chiral lithium amides as traceless auxiliaries.
Article in Journal of the American Chemical Society, 2015. 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.
- Diastereo- and Enantioselective Reductive Mannich-type Reaction of α,β-Unsaturated Carboxylic Acids to Ketimines: A Direct Entry to Unprotected βChemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Lithium Enolate with a Lithium-Alkyne Interaction in the Enantioselective Construction of Quaternary Carbon Centers: Concise Synthesis of (+)-Goniomitine.Angewandte Chemie (International ed. in English) · 2022Article
- Enantioselective Alkylation of 2-Alkylpyridines Controlled by Organolithium Aggregation.Journal of the American Chemical Society · 2019Article
- Recent Developments in Vinylsulfonium and Vinylsulfoxonium Salt Chemistry.Molecules (Basel, Switzerland) · 2018Review
- Direct Asymmetric Alkylation of Ketones: Still Unconquered.Angewandte Chemie (International ed. in English) · 2017Review
- Lithium Enolates in the Enantioselective Construction of Tetrasubstituted Carbon Centers with Chiral Lithium Amides as Noncovalent Stereodirecting Auxiliaries.Journal of the American Chemical Society · 2017Article
- Asymmetric Synthesis of γ-Lactones through Koga Amine-Controlled Addition of Enediolates to α,β-Unsaturated Sulfoxonium Salts.The Journal of organic chemistry · 2017Article
- Palladium-Catalyzed Enantioselective Redox-Relay Heck Arylation of 1,1-Disubstituted Homoallylic Alcohols.Journal of the American Chemical Society · 2016Article
- Mixed Aggregates of the Dilithiated Koga Tetraamine: NMR Spectroscopic and Computational Studies.Angewandte Chemie (International ed. in English) · 2016Article
- 10-Step Asymmetric Total Synthesis and Stereochemical Elucidation of (+)-Dragmacidin D.Angewandte Chemie (International ed. in English) · 2015Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
Michael addition is a premier synthetic method for carbon-carbon and carbon-heteroatom bond formation. Using chiral dilithium amides as traceless auxiliaries, we report the direct enantioselective Michael addition of carboxylic acids. A free carboxyl group in the product provides versatility for further functionalization, and the chiral reagent can be readily recovered by extraction with aqueous acid. The method has been applied in the enantioselective total synthesis of the purported structure of pulveraven B.
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