1380239-79-1Relevant academic research and scientific papers
Transfer of axial chirality through the nickel-catalysed hydrocyanation of chiral allenes
Amako, Yuka,Arai, Shigeru,Nishida, Atsushi
, p. 1612 - 1617 (2017)
The transfer of axial chirality of allenes is beginning to be exploited as a powerful method for creating central chirality, particularly through the use of transition metal catalysis. In this communication, the transfer of axial chirality of chiral allenes via nickel-catalysed hydrocyanation is achieved through both regio- and face-selective hydronickelation as well as regioselective reductive elimination. This protocol was applied to 12 substrates and gave chiral carbonitriles with up to 97% ee. Further application to hydrocyanative cyclization using a chiral allene-yne is also presented, along with a discussion of the corresponding mechanism of racemization.
Enantioselective α-vinylation of aldehydes via the synergistic combination of copper and amine catalysis
Skucas, Eduardas,MacMillan, David W. C.
, p. 9090 - 9093 (2012/07/14)
The enantioselective α-vinylation of aldehydes using vinyl iodonium triflate salts has been accomplished via the synergistic combination of copper and chiral amine catalysis. These mild catalytic conditions provide a direct route for the enantioselective construction of enolizable α-formyl vinylic stereocenters without racemization or olefin transposition. These high-value coupling adducts are readily converted into a variety of useful olefin synthons.
