Author/Authors :
Allin، نويسنده , , Steven M and Vaidya، نويسنده , , Darshan G and Page، نويسنده , , Michael C. and Slawin، نويسنده , , Alexandra M.Z and Smith، نويسنده , , Tim، نويسنده ,
Abstract :
Condensation of 2-acetyl benzoic acid with l-cysteine esters proceeds with extremely high diastereoselectivity to produce the desired thiazolo[2,3-a]isoindolin-1-one products in good yield. The relative stereochemistry of the major diastereoisomer has been determined by X-ray crystallography. Stereoselective enolate alkylation of this substrate has been investigated as a method to manipulate the ring skeleton, and was found to proceed with up to exclusive levels of stereoselectivity.