Asymmetric Synthesis of 2, 4, 5‐Trisubstituted Δ2‐Thiazolines. Issue 30 (17th June 2013)

• Record Type: Journal Article
• Authors: Bengtsson, Christoffer; Nelander, Hanna; Almqvist, Fredrik
• Is Part Of: Chemistry. Volume 19:Issue 30(2013)
• Page Start: 9916
• Page End: 9922
• Publication Date: 2013-06-17
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201301120
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Δ²‐Thiazolines are interesting heterocycles that display a wide variety of biological characteristics. They are also common in chiral ligands used for asymmetric syntheses and as synthetic intermediates. Herein, we present asymmetric routes to 2, 4, 5‐trisubstituted Δ²‐thiazolines. These Δ²‐thiazolines were synthesized from readily accessible/commercially available α, β‐unsaturated methyl esters through a Sharpless asymmetric dihydroxylation and an O→N acyl migration reaction as key steps. The final products were obtained in good yields with up to 97 % enantiomeric excess.</p> </abstract>