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Asymmetric Synthesis of a Quaternary Carbon Stereogenic Center by Organocatalysis Using a Primary Amino Acid and Its Salt.

Authors :
Yoshida, Masanori
Source :
Chemical Record. Jul2023, Vol. 23 Issue 7, p1-15. 15p.
Publication Year :
2023

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. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
15278999
Volume :
23
Issue :
7
Database :
Academic Search Index
Journal :
Chemical Record
Publication Type :
Academic Journal
Accession number :
164876079
Full Text :
https://doi.org/10.1002/tcr.202200276