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Diastereoselective [2,3]-Sigmatropic Rearrangement of N-Allyl Ammonium Ylides
- Source :
- Synthesis. 51:4183-4197
- Publication Year :
- 2019
- Publisher :
- Georg Thieme Verlag KG, 2019.
-
Abstract
- A rapid and diastereoselective method was developed for the [2,3]-sigmatropic rearrangement of N-allyl ammonium ylides, affording products in up to 95% isolated yields and up to 97:3 dr; most of the desired products were formed within 1 minute. For the asymmetric reaction, a chiral auxiliary was introduced to the starting compound, affording the rearrangement product with high diastereoselectivities.
Details
- ISSN :
- 1437210X and 00397881
- Volume :
- 51
- Database :
- OpenAIRE
- Journal :
- Synthesis
- Accession number :
- edsair.doi...........b5709523e3594177daa9d9b87c50e89a