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Transition‐Metal‐Catalyzed Propargylic Substitution of Propargylic Alcohol Derivatives Bearing an Internal Alkyne Group
Asian Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-10-05 , DOI: 10.1002/ajoc.202000422
Hiroaki Tsuji 1 , Motoi Kawatsura 1
Affiliation  

The development of the transition‐metal‐catalyzed propargylic substitution of propargylic alcohol derivatives is one of the active research subjects in organic synthesis. In this minireview, we summarize the catalytic propargylic substitution of propargylic alcohol derivatives bearing an internal alkyne group using a transition metal as the catalyst. Although the asymmetric propargylic substitution of the substrate class still underdeveloped, some transition metal catalyses using nickel, palladium, and copper, and the cooperative catalysis enabled the challenging transformation. A various types of transition‐metal catalysts are known to promote the non‐asymmetric propargylic substitution of the internal alkyne‐substituted propargylic alcohol derivatives via a propargylic cation intermediate, realizing the carbon‐carbon and carbon‐heteroatom bond formation at the propargylic position.

中文翻译:

带有内部炔基的炔丙醇衍生物的过渡金属催化丙炔取代

过渡金属催化的炔丙醇衍生物的炔丙基取代的发展是有机合成中活跃的研究课题之一。在这个小型综述中,我们总结了使用过渡金属作为催化剂的带有内部炔基的炔丙醇衍生物的催化炔丙基取代。尽管仍不充分开发底物类型的不对称炔丙基取代,但一些过渡金属使用镍,钯和铜的催化作用以及协同催化作用使转化具有挑战性。已知有多种类型的过渡金属催化剂可通过炔丙基阳离子中间体促进内部炔烃取代的炔丙基醇衍生物的非对称炔丙基取代,
更新日期:2020-12-12
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