Asymmetric synthesis of methyl N-(1-phenylethyl)-3-aza-10-oxatricyclo[5.2.1.01,5]-4-oxo dec-8-en-6-carboxylate by an intramolecular Diels-Alder reaction
β Scribed by J Zylber; A Tubul; P Brun
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- English
- Weight
- 184 KB
- Volume
- 6
- Category
- Article
- ISSN
- 0957-4166
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β¦ Synopsis
The title compound can be obtained with up to five asymmetric centres of known absolute configuration by a diastereoselective intramolecular Diels-Alder reaction between optically active N-substituted fuffurylamines and maleic anhydride, in which the chirality is transferred from one stereocentre to the four others.
π SIMILAR VOLUMES
The synthesis of a novel series of 10-oxa-3-aza-tricyclo[5.2.1.0 1,5 ]dec-8-en-4-ones through the use of the intramolecular Diels-Alder reaction is presented. The use of this reaction allows for the synthesis of functionalized polycyclic systems in a stereocontrolled manner.
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