95445-12-8Relevant academic research and scientific papers
Zinc Amide Catalyzed Regioselective Allenylation and Propargylation of Ketones with Allenyl Boronate
Yamashita, Yasuhiro,Cui, Yi,Xie, Peizhong,Kobayashi, Shu
supporting information, p. 6042 - 6045 (2016/01/09)
Zinc amide catalyzed, regioselective allenylation and propargylation of ketones with allenyl boronate is reported. Tertiary allenyl and homopropargyl alcohols were obtained, respectively, in high selectivities, from the same starting materials, simply by changing the reaction conditions. The substrate scope was wide. Mechanistic studies suggest that the reactions are controlled under kinetic and thermodynamic conditions.
Asymmetric propargylation of ketones using allenylboronates catalyzed by chiral biphenols
Barnett, David S.,Schaus, Scott E.
supporting information; experimental part, p. 4020 - 4023 (2011/10/02)
Chiral biphenols catalyze the enantioselective asymmetric propargylation of ketones using allenylboronates. The reaction uses 10 mol % of 3,3′-Br2-BINOL as the catalyst and allenyldioxoborolane as the nucleophile, in the absence of solvent, and
Synthesis of homopropargyl alcohols via sonochemical Barbier-type reaction
Lee, Adam Shih-Yuan,Chu, Shu-Fang,Chang, Yu-Ting,Wang, Shu-Huei
, p. 1551 - 1553 (2007/10/03)
A series of homopropargyl alcohols were synthesized from the reaction mixture of zinc powder, 1,2-diiodoethane, 3-bromo-1-propyne and aldehyde or ketone in anhydrous THF under ultrasound. The homopropargyl alcohols were obtained as the only product in all cases when aldehydes were reacted with 3-bromo-1-propyne under this sonochemical Barbier-type reaction condition. The homopropargyl alcohol was produced as the major product and the low contamination of allenyl alcohol was also obtained when ketone was used as substrate under the reaction condition.
