64833-18-7Relevant academic research and scientific papers
Acyclic stereocontrol in fischer carbene chemistry by syn-selective Michael addition/trapping sequence
Nakamura, Eiichi,Tanaka, Koichi,Fujimura, Tsutomu,Aoki, Satoshi,Williard, Paul G.
, p. 9015 - 9020 (1993)
Michael addition of a metal enolate to a Fischer vinyl carbene complex 1 takes place with syn-diastereoselectivity. The resulting anion 2 can be trapped stereoselectively to afford a carbene complex 3 with stereocontrol of three contiguous stereogenic cen
Nucleophilic addition of enols and enamines to α,β-unsaturated acyl azoliums: Mechanistic studies
Samanta, Ramesh C.,Maji, Biplab,De Sarkar, Suman,Bergander, Klaus,Froehlich, Roland,Mueck-Lichtenfeld, Christian,Mayr, Herbert,Studer, Armido
supporting information; experimental part, p. 5234 - 5238 (2012/07/27)
1,4 but not 1,2! The reactivity of 1 towards different nucleophiles (deprotonated β-diketones, enamines, and malonodinitrile) was investigated by NMR and kinetic experiments. These investigations proved that C-C bond formation occurs by a Michael-type 1,4-addition and not by a 1,2-addition and subsequent [3,3]-sigmatropic rearrangement. The first X-ray structure of an α,β-unsaturated acyl azolium salt (1) is also presented. Copyright
