128993-23-7Relevant articles and documents
Coenzyme-inspired chemistry 2: 4,5-dihydroimidazolium ylides (NHCs) and the reactions of 2-(1-hydroxyalkyl)-4,5-dihydroimidazoles
Jones, Raymond C. F.,Nichols, John R.
, p. 5926 - 5935 (2013/09/12)
Ketones are prepared from aldehydes via 1-benzyl-2-(1-hydroxyalkyl)-4,5- dihydroimidazoles (adducts of the aldehydes with 1-benzyl-2-lithio-4,5- dihydroimidazoles) whereas 1-benzyl-2-(1-oxoalkyl)-4,5-dihydroimidazoles are shown to act as acyl transfer reagents via C-C bond cleavage. 4,5-Dihydroimidazolium ylides (NHCs) are intermediates in both processes, which constitute thiamine-inspired C-C bond formation and cleavage protocols.