63257-87-4Relevant academic research and scientific papers
Diastereoselective synthesis of eight-membered-ring allenes from propargylic epoxides and aldehydes by silylene insertion into carbon-oxygen bonds
Rotsides, Christina Z.,Hu, Chunhua,Woerpel
, p. 13033 - 13036 (2013)
Bent out of shape: Silver-catalyzed insertions of silylenes into propargylic C - O bonds of epoxides regioselectively form 1,2-silaoxetanes, which add to aldehydes to give the title allenes as single diastereomers (see scheme; Ts=4-toluenesulfonyl). An X-ray crystal structure confirmed the stereochemistry of the allene, which is bent significantly from linearity (164°). Copyright
Ti(OiPr)4-mediated nucleophilic substitution of propargylic esters
Mahrwald,Quint,Scholtis
, p. 9847 - 9851 (2002)
The direct and catalytic displacement reactions of propargylic esters are reported. The reaction is based on the Ti(OR)4/α-hydroxy acid mediated ligand exchange. This methodology enables the inclusion of a broad range of acetylenes and aldehyde
Rh-catalyzed decarbonylation of conjugated ynones via carbon-alkyne bond activation: Reaction scope and mechanistic exploration via DFT calculations
Dermenci, Alpay,Whittaker, Rachel E.,Gao, Yang,Cruz, Faben A.,Yu, Zhi-Xiang,Dong, Guangbin
, p. 3201 - 3210 (2015/06/17)
In this full article, detailed development of a catalytic decarbonylation of conjugated monoynones to synthesize disubstituted alkynes is described. The reaction scope and limitation has been thoroughly investigated, and a broad range of functional groups
Generation of allenic/propargylic zirconium complexes and subsequent cross-coupling reactions: A facile synthesis of multisubstituted allenes
Zhang, Hao,Fu, Xiaoping,Chen, Jingjin,Wang, Erjuan,Liu, Yuanhong,Li, Yuxue
supporting information; experimental part, p. 9351 - 9358 (2010/03/04)
(Chemical Equation Presented) The β-alkoxide elimination reaction of propargylic ether with Negishi reagent leads to allenes and/or alkynes after hydrolysis. The product distribution is highly dependent on the substitution pattern of starting propargylic
A copper- and amine-free Sonogashira reaction employing aminophosphines as ligands
Cheng, Jiang,Sun, Yanhui,Wang, Feng,Guo, Minjie,Xu, Jian-Hua,Pan, Yi,Zhang, Zhaoguo
, p. 5428 - 5432 (2007/10/03)
An efficient Pd-catalyzed Sonogashira coupling reaction was achieved in the absence of a copper salt or amine with an inorganic base and easily prepared, air-stable aminophosphine ligands in commonly used organic solvents; good to excellent yields were ob
