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金及銠金屬催化1,6-烯炔化合物與重氮化合物合成四氫-1H-環戊烯併呋喃衍生物之反應
Thesis

金及銠金屬催化1,6-烯炔化合物與重氮化合物合成四氫-1H-環戊烯併呋喃衍生物之反應

李信甫
Masters, 國立清華大學, 化學系
2015

Abstract

金金屬催化 銠金屬催化 烯炔化合物 重氮化合物 Gold-Catalyzed Rhodium-Catalyzed 1,6-Enyne diazo
The reaction of a variety of unsaturated bond-containing 1,6-enynes with diazo compounds in the presence of [(IPr)AuBF4] as catalyst precursor at room temperature leads to the general formation of alkenylbicyclo[3.1.0]hexane derivatives with good yields, which were, afterwards, when heated in o-xylene solvent in the presence of [Rh(CO)2Cl]2 as catalyst at 150 0C affords two types of product, depending on the type of tether in alkenylbicyclo[3.1.0]hexane derivatives. In the first case, rhodium insertion into three member ring followed by 1,3-shift gives tetrahydro-1H-cyclopenta[c]furan. Whereas, in the second case, rhodium insertion and beta-hydride elimination affords conjugate diene compound. Both cases give good yields.

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