516-09-6Relevant articles and documents
4-azidotetronic acids: A new class of azido derivatives
Beccalli,Erba,Trimarco
, p. 629 - 641 (2007/10/03)
4-Azidotetronic derivatives bearing different substituent groups on the carbon atom in position 3 were easily obtained by reaction of the corresponding 4-bromotetronic compounds with sodium azide in methanol at room temperature.
Dioxolanones as Synthetic Intermediates. Part 2. Synthesis of Tetronic Acids and Pulvinones
Ramage, Robert,Griffiths, Gareth J.,Shutt, Fiona E.,Sweeney, John N. A.
, p. 1539 - 1545 (2007/10/02)
The utility of 1,3-dioxolan-4-ones as intermediates in the synthesis of tetronic acids is examined.The reaction of dioxolanone (1) with lithium enolates of 2-substituted methyl or t-butyl acetates at -78 deg C in tetrahydrofuran afforded a general synthesis of 2-substituted tetronic acids (3) - (8).Treatment of (1) with the anions of 2-substituted acetonitriles led to formation of the corresponding 3-substituted-2-aminofuran-4(5H)-ones (13) and (14).A route to unsymmetrically substituted pulvinones by reaction of 5-arylidene-2,2-pentamethylene-1,3-dioxolan-4-ones with appropriately substituted phenylacetic ester anions has been devised.Thus, the preparation of the naturally occurring pigment 3',4',4-trihydroxypulvinone (18) was achieved via intermediate in which the phenolic groups were protected as benzyl ethers.The dioxolanone (26) has been used in the preparation of 2-acyl-4-benzylidenetetronic acids.
