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.
Cobalt-Catalyzed gem-Cross-Dimerization of Terminal Alkynes
Chen, Jia-Feng,Li, Changkun
, p. 3881 - 3889 (2020/03/26)
Transition-metal-catalyzed dimerization of two different terminal alkynes provides an atom-economic synthesis of valuable conjugated 1,3-enynes. Despite many catalyst systems developed, the state-of-the-art solutions are still limited to special alkynes. A practical catalyst, which could be used to cross-dimerize general aryl alkynes and aliphatic alkynes, is still highly desired. Herein we present the earth-abundant Co(II)-catalyzed highly gem-selective cross-dimerization of aryl alkynes and aliphatic alkynes or gas acetylene under mild reaction conditions. Conjugated 1,3-enynes with various useful functional groups can be prepared in high yields. The application of Co(OAc)2 and t-butyl group substituted triphos ligand is essential to distinguish the alkynes at different steps and realize the gem-selectivity.