Diastereodivergent Hydrosilylative Enyne Cyclization Catalyzed by N-Heterocyclic Carbene-Ni(o)

• 作者: Meng Yu Xuefeng Yong Weiwei Gao Chun-Yu Ho
• 来源期刊: 中国化学（英文版）
• 年，卷（期）: 2021,（6）
• 所属期刊栏目: Concise Reports
• 页码范围: 1587-1592
• 页数: 6页
• 语种: 英文
• DOI: 10.1002/cjoc.202000651

摘要

Main observation and conclusion Catalytic diastereodivergent hydrosilylative enyne cyclization with high generality and broad scope was achieved using electronic ac-tivated N-heterocyclic carbene-Ni(0)as a catalyst and R3SiH as silane(IPrcl,syn-:anti-selectivity from up to 98:2 to 7:93 by Z = O,NH vs.NMs,R1 = n-pentyl).Heterocycles bearing homoallylsilane rather than vinylsilane was obtained chemoselectively.The undesired yet highly competitive reactivity was suppressed,like direct hydrosilylation of alkene and alkyne concurrently.Optionally,the homoallylsilane products could be reduced further in one-pot using IPrMe as ligand and(EtO)3SiH as silane under otherwise the same standard condition as the above,offering practical access to additional stereocenters and more diverse product structures from enynes.