A Straightforward Synthesis of Enantiomerically Pure trans‐2, 5‐Bis(alkyloxymethyl) pyrrolidines by 1, 3‐Dipolar Cycloaddition Reactions of Azomethine Ylides |
| |
Authors: | Claudia Wittland Nikolaus Risch |
| |
Abstract: | A new efficient method for the stereoselective preparation of trans‐2,5‐bis(alkyloxymethyl)pyrrolidines ( 7 ) using easily available starting materials is described. The main step of this synthesis is the stereoselective formation of the pyrrolidine ring by the 1,3‐dipolar cycloaddition reaction of an in situ generated azomethine ylide. Both enantiomers of the C2‐symmetric auxiliaries are prepared separately in a short reaction sequence. |
| |
Keywords: | Azomethine ylides Domino reactions Synthetic methods Iminium salts Pyrrolidines |
|
|