Journal
SYNTHESIS-STUTTGART
Volume 55, Issue 11, Pages 1706-1713Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/a-1948-5493
Keywords
ammonium salt catalysis; organocatalysis; beta-amino acids; heterocycles; allenoates
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The enantioselective addition of isoxazolidin-5-ones to the α-carbon of allenoates has been achieved using a novel spirobiindane-based quaternary ammonium salt catalyst under classical liquid-solid phase-transfer conditions. This method provides unprecedented highly functionalized β(2,2)-amino acid derivatives with good enantioselectivities and high yields. Further manipulations of the products have also been conducted.
The enantioselective addition of isoxazolidin-5-ones to the.-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 beta(2,2)-amino acid derivatives with good enantioselectivities and in high yields, and further manipulations of these products have been carried out as well.
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