120568-89-0Relevant academic research and scientific papers
Enantioselective rhodium-catalyzed cycloisomerization of (E)-1,6-enynes
Deng, Xu,Ni, Shao-Fei,Han, Zheng-Yu,Guan, Yu-Qing,Lv, Hui,Dang, Li,Zhang, Xu-Mu
, p. 6295 - 6299 (2016)
An enantioselective rhodium(I)-catalyzed cycloisomerization reaction of challenging (E)-1,6-enynes is reported. This novel process enables (E)-1,6-enynes with a wide range of functionalities, including nitrogen-, oxygen-, and carbon-tethered (E)-1,6-enynes, to undergo cycloisomerization with excellent enantioselectivity, in a high-yielding and operationally simple manner. Moreover, this RhI-diphosphane catalytic system also exhibited superior reactivity and enantioselectivity for (Z)-1,6-enynes. A rationale for the striking reactivity difference between (E)- and (Z)-1,6-enynes using RhI-BINAP and RhI-TangPhos is outlined using DFT studies to provide the necessary insight for the design of new catalyst systems and the application to synthesis. A solution after 15 years: The first rhodium(I)-catalyzed asymmetric cycloisomerization reaction of challenging (E)-configured 1,6-enyes is reported. The reaction provides access to five-membered carbo- and heterocycles with excellent enantioselectivity. DFT studies provide a rationale for the striking reactivity difference between (E)- and (Z)-1,6-enynes using RhI-BINAP and RhI-TangPhos.
SYNTHESIS OF NITROGEN- OR OXYGEN- CONTAINING RING SYSTEMS BY PALLADIUM-CATALYZED INTRAMOLECULAR OLEFIN ALLYLATIONS
Oppolzer, W.,Gaudin, J.-M.,Bedoya-Zurita, M.,Hueso-Rodriguez, J.,Raynham, T. M.,Robyr, C.
, p. 4709 - 4712 (2007/10/02)
Pd(PPh3)4-catalyzed cyclizations of N-allyl(crotyl, or 3-butenyl),N-butenyloxy derivatives and of an allyl(2-butenyloxy) ether give pyrrolidines, piperidines and a tetrahydrofuran in good yields.Hexahydroindoles and octahydroquinolines are thus obtained f
