Asymmetric Synthesis of 2,4,5-Trisubstituted (2)-Thiazolines

作者：Bengtsson Christoffer; Nelander Hanna; Almqvist Fredrik^*

来源：Chemistry - A European Journal, 2013, 19(30): 9916-9922.

DOI：10.1002/chem.201301120

• acyl migration
• asymmetric synthesis
• heterocycles
• unnatural amino acids
• thiazolines

(2)-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 (2)-thiazolines. These (2)-thiazolines were synthesized from readily accessible/commercially available ,-unsaturated methyl esters through a Sharpless asymmetric dihydroxylation and an ON acyl migration reaction as key steps. The final products were obtained in good yields with up to 97% enantiomeric excess.

• 出版日期2013-7-22