76385-40-5Relevant articles and documents
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.
One-pot, solvent-free regioselective addition reactions of propargyl bromide to carbonyl compounds mediated by Zn-Cu couple
Ma, Xiaofang,Wang, Jin-Xian,Li, Shunxi,Wang, Ke-Hu,Huang, Danfeng
experimental part, p. 8683 - 8689 (2009/12/24)
A Barbier-type propargylation of carbonyl compounds with propargyl bromide has been achieved with reactive zinc-copper couple under solvent-free conditions. The reaction of aldehydes with propargyl bromide produced the unique homopropargyl alcohols in excellent yields at room temperature without the formation of homoallenyl alcohols. The ketones reacted with propargyl bromide to give the corresponding homopropargyl alcohols in good to excellent yields at -14 to -16 °C. The advantages of this method are excellent yields, short reaction time, high regioselectivity, and avoidance of the use of organic solvents.
Gold catalysis: Evidence for the in-situ reduction of gold(III) during the cyclization of allenyl carbinols
Hashmi, A. Stephen K.,Blanco, M. Carmen,Fischer, Dirk,Bats, Jan W.
, p. 1387 - 1389 (2007/10/03)
Products of an oxidative coupling were obtained in the gold(III)-catalyzed cycloisomerization of tertiary allenyl carbinols. The absence of reduced organic products and an increase of these coupling products with the amount of gold(III) catalyst suggests
Regioselective propargylation of aldehydes and ketones by electrochemical reaction using zinc and aluminum anodes
Kurono, Nobuhito,Sugita, Kazuya,Tokuda, Masao
, p. 847 - 854 (2007/10/03)
Electrochemical propargylation of aldehydes and ketones with unsubstituted or α-substituted propargylic bromides using platinum cathode and zinc anode proceeded efficiently under mild conditions to give the corresponding homopropargyl alcohols exclusively
RADIKALISCHE REAKTIONSWEGE BEI THERMISCH INDUZIERTEN UMSETZUNGEN VON ZIRCONOCENKOMPLEXEN
Erker, G.,Rosenfeldt, F.
, p. 1285 - 1292 (2007/10/02)
The formation of products 2, 3 and 4(a-l) from both the reaction of εta2-bezophenone zirconocene 1 with alkyl halides and the thermolysis of the α-(Cp2ZrCl)-substituted benzhydrylmethylether 9, the latter proceeding with anchimeric assistance of the metal, can be understood assuming a stepwise reaction path through radical intermediates.The proposed intermediate transition-metal benzophenone ketyl 12 exhibits a reaction pattern differing from analogous main-group-metal ketyls.
REVERSAL OF THE BENZOPHENONE REACTIVITY UPON η2 -COMPLEXATION TO BIS( η5 -CYCLOPENTADIENYL)ZIRCONIUM
Rosenfeldt, Frank,Erker, Gerhard
, p. 1637 - 1640 (2007/10/02)
Reversal of the carbonyl activity of benzophenone, serving as electron donor in single-electron transfer processes and acting as a proton acceptor through the 'carbonyl'carbon atom, is observed upon η2 -complexation to zirconocene.
