59643-63-9Relevant articles and documents
Reductive Cleavage of Propargylic Ethers with Alkali Metal: Application to the Synthesis of Allenylboronates
Koyama, Shunsuke,Saito, Hayate,Takahashi, Fumiya,Yorimitsu, Hideki
supporting information, p. 8590 - 8594 (2021/11/17)
Treatment of propargylic ethers with sodium dispersion in the presence of lithium iodide results in the generation of the corresponding carbanion species via cleavage of the propargylic C-O bond. The anionic species react with trimethoxyborane to yield th
Enabling the Rearrangement of Unactivated Allenes to 1,3-Dienes by Use of a Palladium (0)/Boric Acid System
Al-Jawaheri, Yassir,Turner, Matthew,Kimber, Marc C.
supporting information, p. 2329 - 2336 (2018/06/15)
A redox neutral rearrangement of an allene to a 1,3-diene by means of a unique palladium hydride complex is reported. The palladium hydride complex is generated from a simple Pd 0 source and boric acid [B(OH) 3 ], which is typically identified as a waste by-product of the Suzuki-Miyaura reaction. A mechanism for this transformation using this novel palladium hydride complex is presented; using a direct sample loop and flow injection ESI-HRMS analysis we have detected and identified key π-allylpalladium complexes that support the addition of the palladium hydride complex to the allene.
Synthesis of Allenes by Catalytic Coupling of Propargyl Carbonates with Aryl Iodides in the Presence of Diboron Species
Yang, Yuzhu,Szabó, Kálmán J.
, p. 250 - 255 (2016/01/15)
Bimetallic copper-/palladium-catalyzed multicomponent reaction of propargyl carbonates, aryl iodides, and diboron species was studied. This procedure can be used for synthesis of di-, tri-, and tetra-substituted allenes. Using diboronic acid, the reaction
