- Coenzyme-inspired chemistry 2: 4,5-dihydroimidazolium ylides (NHCs) and the reactions of 2-(1-hydroxyalkyl)-4,5-dihydroimidazoles
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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.
- Jones, Raymond C. F.,Nichols, John R.
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p. 5926 - 5935
(2013/09/12)
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- Thiamine coenzyme models: Imidazolinium ylides and the reactions of 2-(hydroxyalkyl)imidazolines
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Ketones are prepared from aldehydes via 1-benzyl-2-(1-hydroxyalkyl)-2-imidazolines (adducts of the aldehydes with 1-benzyl-2-lithio-2-imidazoline) whereas 1-benzyl-2-(1-oxoalkyl)-2-imidazolines act as acyl transfer reagents; imidazolinium ylides are intermediates in both processes.
- Jones, Raymond C. F.,Nichols, John R.
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p. 1771 - 1774
(2007/10/02)
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