100144-83-0Relevant academic research and scientific papers
Palladium(II)-catalyzed formation of γ-butyrolactones from 4-trimethylsilyl-3-alkyn-1-ols: Synthetic and mechanistic aspects
Compain, Philippe,Gore, Jacques,Vatele, Jean-Michel
, p. 10405 - 10416 (2007/10/03)
γ-butyrolactones are obtained in good yields from 4-trimethylsilyl-3-alkyn-1-ols via Wacker-type oxidation reaction. A mechanism is proposed for this transformation: it involves two successive trans-hydroxypalladations followed by a [PdXSiMe3] syn-elimination and explains why the presence of the silyl group is essential in such a process.
On the crossed-aldol reaction of cyclohexane-1,2-dione with acetone, and the preparation of pyrroline derivatives from the product
Strunz, George M.,Yu, Chao-Mei
, p. 1081 - 1083 (2007/10/02)
Acetone reacts with cyclohexane-1,2-dione, on refluxing in the presence of potassium carbonate, to give the crossed-aldol product, 2-hydroxy-2-acetonylcyclohexanone, 2 (R = CH3).Other methyl ketones react similarly with cyclohexane-1,2-dione.This is believed to be a consequence of unfavourable dipole interaction in the 1,2-dione.The product, on reaction with liquid ammonia, afforded the 5-amino-4-hydroxy-1-pyrroline derivative, 5, which was reduced with lithium aluminium hydride to the 3-hydroxy-1-pyrroline, 7.
