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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. Rodriguez


Publisher
John Wiley and Sons
Year
2003
Weight
120 KB
Volume
34
Category
Article
ISSN
0931-7597

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πŸ“œ SIMILAR VOLUMES


Simple and versatile synthesis of 1-pyrr
✍ Pedro J. Campos; Alberto Soldevilla; Diego Sampedro; Miguel A. Rodrı́guez πŸ“‚ Article πŸ“… 2002 πŸ› Elsevier Science 🌐 French βš– 121 KB

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.

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✍ Shun-Ichi Murahashi; Hiroaki Ohtake; Yasushi Imada πŸ“‚ Article πŸ“… 1998 πŸ› Elsevier Science 🌐 French βš– 147 KB

## 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