Title of article
Organocatalytic asymmetric synthesis of quinine and quinidine
Author/Authors
Sarkar، نويسنده , , Shaheen M. and Taira، نويسنده , , Yuko and Nakano، نويسنده , , Ayako and Takahashi، نويسنده , , Keisuske and Ishihara، نويسنده , , Jun and Hatakeyama، نويسنده , , Susumi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2011
Pages
5
From page
923
To page
927
Abstract
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.
Keywords
organocatalyst , total synthesis , Cycloaldolization , Cinchona alkaloids , asymmetric synthesis
Journal title
Tetrahedron Letters
Serial Year
2011
Journal title
Tetrahedron Letters
Record number
1876948
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