1269788-54-6Relevant articles and documents
Organocatalytic asymmetric synthesis of quinine and quinidine
Sarkar, Shaheen M.,Taira, Yuko,Nakano, Ayako,Takahashi, Keisuske,Ishihara, Jun,Hatakeyama, Susumi
supporting information; experimental part, p. 923 - 927 (2011/03/20)
Quinine and quinidine were synthesized by a highly enantio- and stereoselective approach starting from a proline-catalyzed asymmetric cycloaldolization of benzyl bis(2-formylethyl)carbamate which gave a 70:30 mixture of (3R,4R)-N-Cbz-3-hydroxymethyl-4-hydroxypiperidine (96% ee) and its 4S-epimer (92% ee) in 94% yield after in situ NaBH4 reduction.