Article ; Online: Asymmetric Synthesis of a Quaternary Carbon Stereogenic Center by Organocatalysis Using a Primary Amino Acid and Its Salt.
Chemical record (New York, N.Y.)
2023 Volume 23, Issue 7, Page(s) e202200276
Abstract: In this personal account, our recent developments on the asymmetric synthesis of a quaternary carbon stereogenic center by organocatalysis using a primary amino acid and its salt as a catalyst are described in three chapters: (1) conjugate addition to ... ...
Abstract | In this personal account, our recent developments on the asymmetric synthesis of a quaternary carbon stereogenic center by organocatalysis using a primary amino acid and its salt as a catalyst are described in three chapters: (1) conjugate addition to nitroalkenes and vinyl ketones, (2) nucleophilic addition to π-allyl palladium complexes, and (3) nucleophilic substitution reactions with allyl and propargyl halides. By these methods, asymmetric α-allylation of α-branched aldehydes and ketones smoothly proceeded to give γ-nitroaldehydes, ketoaldehydes, α-allylated aldehydes, and α-allylated β-ketoesters possessing a quaternary carbon stereogenic center in good yields with high enantioselectivities. |
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MeSH term(s) | Carbon/chemistry ; Molecular Structure ; Stereoisomerism ; Aldehydes/chemistry ; Ketones/chemistry ; Amino Acids |
Chemical Substances | Carbon (7440-44-0) ; Aldehydes ; Ketones ; Amino Acids |
Language | English |
Publishing date | 2023-02-02 |
Publishing country | United States |
Document type | Journal Article ; Review |
ZDB-ID | 2044646-9 |
ISSN | 1528-0691 ; 1527-8999 |
ISSN (online) | 1528-0691 |
ISSN | 1527-8999 |
DOI | 10.1002/tcr.202200276 |
Database | MEDical Literature Analysis and Retrieval System OnLINE |
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