[2,3]-Meisenheimer rearrangement of N-allyl phenylglycinol derivatives. NC versus CC chirality transfer
✍ Scribed by Jérôme Blanchet; Martine Bonin*; Laurent Micouin; Henri-Philippe Husson
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 89 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
The [2,3]-Meisenheimer rearrangement has been investigated on various allylic amines bearing phenylglycinol as a chiral appendage. The relative importance of N C and C C chirality transfer is discussed.
📜 SIMILAR VOLUMES
Solid state 13C, 31P and 195Pt NMR has been employed to study the electronic and geometric structure of the dimeric and polymeric sigma-acetylide complexes of platinum, trans-[ClPt(PnBu3)2-C identical to C-p-C6H4-C identical to C-Pt(PnBu3)2Cl] and trans-[-Pt(PnBu3)2-C identical to C-p-C6H4-C identic
Asymmetric C N bond formation was achieved in a highly enantioselective manner by using (OC)Ru(salen)-catalyzed sulfimidation and the subsequent [2,3]sigmatropic rearrangement: treatment of allyl aryl sulfides with p-toluenesulfonyl azide in the presence of a catalytic amount of (OC)Ru(salen) follow