1192488-88-2Relevant articles and documents
Z-Selective Alkyne Functionalization Catalyzed by a trans-Dihydride N-Heterocyclic Carbene (NHC) Iron Complex
De Ruiter, Graham,Fridman, Natalia,Garhwal, Subhash
, p. 13817 - 13821 (2020)
The Z-selective functionalization of terminal alkynes is a useful transformation in organic chemistry and mainly catalyzed by noble metals. Here, we present the Z-selective hydroboration of terminal alkynes catalyzed by a stable trans-dihydride iron compl
Synthesis of Z-(pinacolato)allylboron and Z-(pinacolato)alkenylboron compounds through stereoselective catalytic cross-metathesis
Kiesewetter, Elizabeth T.,O'Brien, Robert V.,Yu, Elsie C.,Meek, Simon J.,Schrock, Richard R.,Hoveyda, Amir H.
supporting information, p. 6026 - 6029 (2013/06/05)
The first examples of catalytic cross-metathesis (CM) reactions that furnish Z-(pinacolato)allylboron and Z-(pinacolato)alkenylboron compounds are disclosed. Products are generated with high Z selectivity by the use of a W-based monoaryloxide pyrrolide (MAP) complex (up to 91% yield and >98:2 Z:E). The more sterically demanding Z-alkenylboron species are obtained in the presence of Mo-based MAP complexes in up to 93% yield and 97% Z selectivity. Z-selective CM with 1,3-dienes and aryl olefins are reported for the first time. The utility of the approach, in combination with catalytic cross coupling, is demonstrated by a concise and stereoselective synthesis of anticancer agent combretastatin A-4.
Synthesis of cis-vinyltrimethylstannanes and cis-vinylpinacolboronates in a two-step highly regio and stereoselective process
Mirzayans, Paul Malek,Pouwer, Rebecca H.,Williams, Craig M.,Bernhardt, Paul V.
experimental part, p. 8297 - 8305 (2009/12/24)
A highly efficient two-step regio and stereoselective method for the synthesis of both cis-vinyltrimethylstannanes and cis-vinylpinacolboronates is described. This method takes advantage of the known lithium/tellurium exchange pathway providing a versatil