Direct catalytic enantioselective mannich reactions: Synthesis of protected anti-alpha,beta-diamino acids

作者：Cutting Gary A; Stainforth Nikki E; John Matthew P; Kociok Koehn Gabriele; Willis Michael C^*

来源：Journal of the American Chemical Society, 2007, 129(35): 10632-+.

DOI：10.1021/ja073473f

Anti-configured protected alpha,beta diamino acids are prepared with up to 99% ee using a direct catalytic enantioselective Mannich reaction. A catalyst system incorporating a chiral bis (oxazoline) ligand, Mg(ClO4)(2) and HOnigs base, promotes the addition of an isothiocyanate-substituted imide to a variety of aryl-, heteroaryl-, alkenyl-, and alkyl-derived imines. Conversion of the products to their i Pr-ester derivatives allows epimerization to the syn -diastereomers.

• 出版日期2007-9-5