55088-86-3Relevant articles and documents
Hydromagnesiation of 1,3-Enynes by Magnesium Hydride for Synthesis of Tri- and Tetra-substituted Allenes
Chiba, Shunsuke,Li, Yihang,Pang, Jia Hao,Takita, Ryo,Wang, Bin,Watanabe, Kohei
supporting information, p. 217 - 221 (2020/11/30)
A protocol for regio-controlled hydromagnesiation of 1,3-enynes was developed using magnesium hydride that is generated in situ by solvothermal treatment of sodium hydride (NaH) and magnesium iodide (MgI2) in THF. The resulting allenylmagnesium species could be converted into tri- and tetra-substituted allenes by subsequent treatment with various carbon- and silicon-based electrophiles with the aid of CuCN as a catalyst.
Stereodivergent Synthesis of Tertiary Fluoride-Tethered Allenes via Copper and Palladium Dual Catalysis
Yang, Shao-Qian,Wang, Yi-Fan,Zhao, Wei-Cheng,Lin, Guo-Qiang,He, Zhi-Tao
supporting information, p. 7285 - 7291 (2021/05/26)
Herein we describe a protocol for the unprecedented stereodivergent synthesis of tertiary fluoride-tethered allenes bearing a stereogenic center and stereogenic axis via Cu/Pd synergistic catalysis. A broad scope of conjugated enynes are coupled with various α-fluoroesters in high yields with high diastereoselectivities and generally >99% ee. In addition, the four stereoisomers of the allene products ensure precise access to the corresponding four stereoisomers of the fluorinated hydrofurans via a novel stereodivergent axial-to-central chirality transfer process.
Fe-Catalyzed Selective Cyclopropanation of Enynes under Photochemical or Thermal Conditions
Picher, Marie-Idrissa,Plietker, Bernd
, p. 340 - 344 (2020/01/11)
The nucleophilic Fe-complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the cyclopropanation of enynes to substituted propargyl cyclopropanes using diazoesters as carbene surrogates. The catalyst can be activated either thermally in the presence of catalytic amounts of 4-nitroanisole or under photochemical conditions. Cyclopropanation occurs selectively at the enyne moiety; alternative olefinic moieties remain intact.