Allin, Steven M., Vaidya, Darshan G., Page, Michael I., Slawin, Alexandra M.Z. and Smith, Tim (2000) Highly diastereoselective synthesis and template manipulation of the thiazolo[2,3-a]isoindolin-1-one ring system. Tetrahedron Letters, 41 (13). pp. 2219-2222. ISSN 0040-4039

Condensation of 2-acetyl benzoic acid with -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