159769-35-4Relevant academic research and scientific papers
The palladium-catalyzed "vinylogous acetylenic Claisen rearrangement": a new vitamin A synthesis and a short path to allenic unsaturated carbonyls
Bienayme, Hugues
, p. 696 - 708 (2007/10/02)
A new synthesis of retinal (vitamin A aldehyde) and various polyunsaturated carbonyls is proposed.Readily available mixed carbonates 1a-m are neatly transformed into 2a-m under the catalysis of palladium(0).In difficult cases (1a, 1b, 1m), ligand or catalyst tuning is effective for the regioisomeric control (2/3).Keywords: palladium / vinylogous Claisen rearrangement / retinal / vitamin A / allenes
A new synthesis of polyunsaturated allenic carbonyls
Bienayme, Hugues
, p. 7387 - 7390 (2007/10/02)
Palladium-catalysed transformation of readily available mixed carbonates 1a-l gives rise to a variety of allenic polyunsaturated aldehydes and ketones 2a-l. These carbonyls were sometimes contaminated with minor amounts of the undesired acetylenic regioisomers 3, and could be purified by silicagel chromatography.
