%0 Journal Article %J Synlett %D 2007 %T Efficient synthesis of azetidine-2,3-diones from L-(+)-diethyl tartrate %A Chincholkar, Pinak M. %A Puranik, Vedavati G. %A Deshmukh, Abdul Rakeeb A. S. %K Cycloaddition %K imines %K lactams %K spiro compounds %K stereoselective synthesis %X

A convenient route to enantiopure azetidine-2,3-diones is described. The chiral ketene generated from commercially available L-(+)-diethyl tartrate on Staudinger cycloaddition with different imines gave spiro-beta-lactams in good yields. These spiro-beta-lactams were transformed into azetidine-2,3-diones in excellent yields in a two-step process.

%B Synlett %I GEORG THIEME VERLAG KG %C RUDIGERSTR 14, D-70469 STUTTGART, GERMANY %P 2242-2246 %8 SEP %G eng %N 14 %9 Article %3 Foreign %4 2.323 %R 10.1055/s-2007-985563