853748-89-7Relevant academic research and scientific papers
Highly enantioselective and regioselective nickel-catalyzed coupling of allenes, aldehydes, and silanes
Ng, Sze-Sze,Jamison, Timothy F.
, p. 7320 - 7321 (2007/10/03)
A complex derived from Ni(cod)2 and NHC-IPr catalyzes a three-component coupling reaction involving allenes, aldehydes, and organosilanes and transfers the axial chirality of the allene to a stereogenic center in the product with very high fide
Enantioselective and regioselective nickel-catalyzed multicomponent coupling of chiral allenes, aromatic aldehydes, and silanes
Ng, Sze-Sze,Jamison, Timothy F.
, p. 11405 - 11417 (2007/10/03)
A detailed account of the development of a recently developed, nickel-catalyzed multicomponent coupling of chiral allenes, aromatic aldehydes, and silanes is described. The axial chirality of the allene is transferred completely to the product, a trisubstituted Z-allylic alcohol protected as a silyl ether. A very high preference for sp rather than sp2 coupling is observed, and differentially substituted allenes undergo highly site-selective coupling. These transformations represent the first enantioselective multi-component coupling processes of allenes.
