A bis-Lewis basic 2-aminoDMAP/prolinamide organocatalyst for application to the enantioselective synthesis of Warfarin and derivatives

IŞIK, Murat; Akkoca, H.; Akhmedov, I.; TANYELİ, CİHANGİR

doi:10.1016/j.tetasy.2016.04.001

A bis-Lewis basic 2-aminoDMAP/prolinamide organocatalyst for application to the enantioselective synthesis of Warfarin and derivatives

IŞIK M., Akkoca H. U., Akhmedov I. M., TANYELİ C.

TETRAHEDRON-ASYMMETRY, cilt.27, ss.384-388, 2016 (SCI-Expanded, Scopus)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 27
Basım Tarihi: 2016
Doi Numarası: 10.1016/j.tetasy.2016.04.001
Dergi Adı: TETRAHEDRON-ASYMMETRY
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.384-388
Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

A new chiral sec-amine/amidine-base hybrid catalyst, 2-aminoDMAP/prolinamide, is reported, which is able to catalyze conjugate addition of 4-hydroxycoumarin and various benzylideneacetones, a reaction that directly gives anticoagulant Warfarin and its analogues, with good yields (70-87%) and enantioselectivities (58-72%). (C) 2016 Elsevier Ltd. All rights reserved.