528566-11-2Relevant academic research and scientific papers
Cooperative dual catalysis: Application to the highly enantioselective conjugate cyanation of unsaturated imides
Sammis, Glenn M.,Danjo, Hiroshi,Jacobsen, Eric N.
, p. 9928 - 9929 (2004)
Cooperative heterobimetallic catalysis was used as a design principle to achieve a highly reactive system for the enantioselective conjugate addition of cyanide to α,β-unsaturated imides. A dual-catalyst pathway involving chiral (salen)Al complex 1b and chiral (pybox)Er complex 4b provides measurable improvements in rates and enantioselectivities relative to single-catalyst systems. Mechanistic studies point to a cooperative bimetallic mechanism involving activation of the imide by the Al complex and activation of cyanide by the Er complex. Copyright
Dinuclear {(salen)Al} complexes display expanded scope in the conjugate cyanation of α,β-unsaturated imides
Mazet, Clement,Jacobsen, Eric N.
experimental part, p. 1762 - 1765 (2009/02/06)
(Chemical Equation Presented) Al together: Covalently linked dinuclear {(salen)Al} complexes catalyze the conjugate cyanation of α,β- unsaturated imides with several orders of magnitude greater reactivity over the mononuclear analogue, and with comparable
Highly enantioselective, catalytic conjugate addition of cyanide to α,β-unsaturated imides
Sammis, Glenn M.,Jacobsen, Eric N.
, p. 4442 - 4443 (2007/10/03)
(Salen)Al-Cl complex 1a catalyzes the asymmetric conjugate addition of hydrogen cyanide to α,β-unsaturated imides in high yields and enantioselectivities. The cyanide adducts can readily be converted into a variety of useful chiral building blocks, including α-substituted-β-amino acids and β-substituted-γ-aminobutyric acids. Mechanistic data obtained thus far point to a cooperative bimetallic mechanism for nucleophile and electrophile activation. Copyright
