کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5265712 1385292 2013 5 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Highly enantioselective biomimetic intramolecular dehydration: kinetic resolution of β-hydroxy ketones catalyzed by β-turn tetrapeptides
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Highly enantioselective biomimetic intramolecular dehydration: kinetic resolution of β-hydroxy ketones catalyzed by β-turn tetrapeptides
چکیده انگلیسی
Racemic β-hydroxy ketones were kinetically resoluted into the enantiopure isomers and (E)-α,β-unsaturated ketones using catalytic asymmetric intramolecular dehydration for the first time. Synthetic tetrapeptides were used to imitate fatty acid dehydratases to efficiently discriminate racemic β-hydroxy ketones, enantioselectively catalyze the intramolecular dehydration, and result in highly enantioenriched β-hydroxy and (E)-α,β-unsaturated ketones in the environmentally benign process. Mechanistically, the high discrimination of the racemic substrates and successive enantioselective dehydration are highly dependent on the cooperative catalysis of the NH2 and COOH groups of the peptide.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 54, Issue 22, 29 May 2013, Pages 2828-2832
نویسندگان
, , , , ,