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Bifunctional Homoallylic Carbamates from Chiral Silane Additions to in Situ Generated N-Acyl Iminium Ions
- Wu, Jie, Zhu, Kai-Cheng, Yuan, Ping-Wei, Panek, James S.
- Organic letters 2012 v.14 no.14 pp. 3624-3627
- Lewis acids, carbamates, chemical reactions, chemical structure, ions, lactams, silane
- Homoallylic carbamates bearing an α,β-unsaturated ester or an allylic carbonate were generated respectively utilizing novel chiral silanes through Lewis acid promoted asymmetric aminocrotylation. Those bifunctional building blocks could further undergo Michael addition or cyclization to selectively form functionalized lactams, azetidines, and tetrahydropyrimidinones.