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Enantioselective β-Selective Addition of Isoxazolidin-5-ones to Allenoates Catalyzed by Quaternary Ammonium Salts.

Authors :
Zebrowski P
Röser K
Chrenko D
Pospíšil J
Waser M
Source :
Synthesis [Synthesis (Stuttg)] 2023 Jun; Vol. 55 (11), pp. 1706-1713. Date of Electronic Publication: 2022 Oct 27.
Publication Year :
2023

Abstract

The enantioselective addition of isoxazolidin-5-ones to the β-carbon of allenoates has been carried out by using a novel spirobiindane-based quaternary ammonium salt catalyst. This protocol, which proceeds under classical liquid-solid phase-transfer conditions, gives access to unprecedented highly functionalized β <superscript>2,2</superscript> -amino acid derivatives with good enantioselectivities and in high yields, and further manipulations of these products have been carried out as well.<br />Competing Interests: Conflict of Interest The authors declare no conflict of interest.

Details

Language :
English
ISSN :
0039-7881
Volume :
55
Issue :
11
Database :
MEDLINE
Journal :
Synthesis
Publication Type :
Academic Journal
Accession number :
38855403
Full Text :
https://doi.org/10.1055/a-1948-5493