Trimethylsilyl Cyanide - A Reagent for Umpolung, IV: Substituent Effectsin the Acylating Nucleophile for Directing 1,2-/1,4-Addition to α,β-Unsaturated Ketones
Mesityl oxide (6) is attacked by nucleophilic anions 5a-f in DME at the C-1 and/or C-3 position.Depending on the p-substituent in 5 the whole scale from 100percent 1,2-adduct 7 (with 5a, X = N(CH3)2) to 100percent 1,4-adduct 9 (with 5f, X = CN) is covered
Huenig, Siegfried,Wehner, Gregor
p. 324 - 332
(2007/10/02)
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