Simple and versatile synthesis of 1-pyrroline derivatives through thermal rearrangement of N-cyclopropylimines
✍ Scribed by Pedro J. Campos; Alberto Soldevilla; Diego Sampedro; Miguel A. Rodrı́guez
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 121 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
N-Cyclopropylimines rearrange under thermal conditions to give 1-pyrrolines. The effect of imine and cyclopropane substitution is explored. This methodology allows the presence of different substituents (alkyl, alkenyl, aryl) and the reaction proceeds regiospecifically.
📜 SIMILAR VOLUMES
## Tungstate-catalyzed oxidation of O-tert-butyldimethylsilyl (O-TBDMS) protected (R)-3-hydroxypyrrolidine ((R)- 2), derived from trans-4-hydroxy-L-proline, gave O-TBDMS protected (R)-3-hydroxy-l-pyrroline N-oxide ((R)-1), which is a new chiral precursor for the synthesis of Geissman-Waiss lactone