56346-03-3Relevant articles and documents
Trimethylsilyl Cyanide - A Reagent for Umpolung, III: Nucleophilic Acylation of α,β-Unsaturated Carbonyl Compounds with directed 1,2-/1,4-Additions by Solvent Effects
Huenig, Siegfried,Wehner, Gregor
, p. 302 - 323 (2007/10/02)
The anion 7 of O-(trimethylsilyl)cyanohydrine 6, derived from benzaldehyde, attacks numerous α-enones in ether exclusively by 1,4-addition, even if C-3 is alkyl-substituted.In THF and DME the 1,2-adduct is formed predominantly; on addition of HMPT or 12-c