Abstract
Outside the limits: In the title reaction the nucleophile 1 represents a synthetic equivalent of nucleophilic allylic nitriles and addresses some of the current limitations associated with reactions of allylic nitrile anions. Unsaturated nitriles containing a trisubstituted double bond are obtained in high yield, with excellent site selectivity and good to excellent stereoselectivity (see scheme; LDA=lithium diisopropylamide).
| Original language | English (US) |
|---|---|
| Pages (from-to) | 3236-3239 |
| Number of pages | 4 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 51 |
| Issue number | 13 |
| DOIs | |
| State | Published - Mar 26 2012 |
Keywords
- Lewis bases
- allylic compounds
- asymmetric catalysis
- enantioselectivity
- ketenes
ASJC Scopus subject areas
- Catalysis
- General Chemistry