ZEBROWSKI, P., RÖSER, K., CHRENKO, D., POSPÍŠIL, Jiří, WASER, M. Enantioselective β-Selective Addition of Isoxazolidin-5-ones to Allenoates Catalyzed by Quaternary Ammonium Salts. Synthesis. 2023, 55(11), 1706-1713. ISSN 0039-7881. E-ISSN 1437-210X
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 β2,2-amino acid derivatives with good enantioselectivities and in high yields, and further manipulations of these products have been carried out as well.