1211936-72-9Relevant academic research and scientific papers
Chemoselective reduction of aldehydes: Via a combination of NaBH4 and acetylacetone
Sui, Guoqing,Lv, Qingyun,Song, Xiaoqing,Guo, Huihui,Dai, Jiatong,Ren, Li,Lee, Chi-Sing,Zhou, Wenming,Hao, Hong-Dong
supporting information, p. 15793 - 15796 (2019/10/19)
A bench-stable combination of NaBH4-acetylacetone was developed for the efficient chemoselective reduction of aldehydes in the presence of ketones. This method offers a useful synthetic protocol for distinguishing carbonyl reaction sites, and its synthetic utility is reflected by its moisture tolerance and high efficiency in a variety of complex settings.
Stereoselective organocatalytic oxidation of alcohols to enals: A homologation method to prepare polyenes
Chen, Xiaobei,Zhang, Yinan,Wan, Huixin,Wang, Wei,Zhang, Shilei
, p. 3532 - 3535 (2016/03/04)
A novel method for organocatalytic oxidation through oxidative enamine catalysis was developed with excellent compatibility for the direct syntheses of enals from simple saturated alcohols. By using this amine-catalyzed IBX-oxidation, a wide range of aromatic and aliphatic substituted enals were successfully generated in high yields and exclusively stereoselective E-geometry. Moreover, varying the solvents and/or the loading amounts of IBX allowed for the selective oxidation of alcohols and aldehydes. Importantly, the homologous application of this method provided a selective and efficient way of preparing various highly sensitive conjugated polyene frameworks, which are enriched in natural products.
Combined rhodium-catalyzed carbon-hydrogen activation and β-carbon elimination to access eight-membered rings
Crepin, Damien,Dawick, James,Aissa, Lhnstopne
supporting information; experimental part, p. 620 - 623 (2010/04/05)
(Figure Presented) Enlargel C-H bond activation and β-carbon elimination are combined in a net intramolecular hydroacylation of alkylidenecyclobutanes and alkylideneazetidines in the presence of rhodium catalysts, affording eight-membered-ring compounds in high yield (see scheme). This study demonstrates the possibility of exploiting the strain energy of azetidines through β-carbon elimination in new transition-metal-catalyzed reactions.
