137595-19-8Relevant academic research and scientific papers
Room Temperature Allenation of Terminal Alkynes with Aldehydes
Cui, Yifan,Li, Can,Ma, Shengming,Xiao, Junzhe,Xu, Haibo,Zhai, Yizhan,Zhang, Xue
supporting information, p. 25708 - 25713 (2021/11/09)
A gold-catalyzed room temperature allenation of terminal alkynes (ATA) with aldehydes affording 1,3-disubstituted allenes with diverse functional groups has been developed by identifying a gold(I) catalyst and an amine. The practicality of this reaction has been demonstrated by a ten gram-scale synthesis and the synthetic potentials have been demonstrated via various transformations and formal total synthesis of (?)-centrolobine. Mechanistic studies revealed that the gold catalyst, the aldehyde effect, the fluoroalkyl hydroxyl solvent (TFE or HFIP) and the structure of amine are vital in this room temperature ATA reaction.
Allene Synthesis via Boron-stabilised Alkenyl Carbanions
Pelter, Andrew,Smith, Keith,Jones, Kevin D.
, p. 747 - 748 (2007/10/02)
A new allene synthesis involving the boron-Wittig reaction of aldehydes with boron-stabilised carbanions is disclosed and its scope and limitations are explored.
