609341-24-4Relevant academic research and scientific papers
Evaluation of achiral templates with fluxional bronsted basic substituents in enantioselective conjugate additions
Adachi, Shinya,Takeda, Norihiko,Sibi, Mukund P.
supporting information, p. 6440 - 6443 (2015/01/16)
Enantioselective conjugate addition of malononitrile to pyrazolidinone-derived enoates proceeds in excellent yields and high enantioselectivities. A comparison of fluxional substituents with and without a Bronsted basic site and their impact on selectivity is detailed. Molecular sieves as an additive were found to be essential to achieve high enantioselectivity.
Thiourea-catalyzed asymmetric michael addition of activated methylene compounds to α,β-unsaturated imides: Dual activation of imide by intra- and intermolecular hydrogen bonding
Inokuma, Tsubasa,Hoashi, Yasutaka,Takemoto, Yoshiji
, p. 9413 - 9419 (2007/10/03)
A thiourea-catalyzed asymmetric Michael addition of activated methylene compounds to α,β-unsaturated imides derived from 2-pyrrolidinone and 2-methoxybenzamide has been developed. In the case of 2-pyrrolidinone derivatives, the reaction with malononitrile
Enantioselective Michael addition to α,β-unsaturated imides catalyzed by a bifunctional organocatalyst
Hoashi, Yasutaka,Okino, Tomotaka,Takemoto, Yoshiji
, p. 4032 - 4035 (2007/10/03)
(Chemical Equation Presented) High enantioselectivities (up to 94 % ee) were attained in the Michael addition of a variety of α,β-unsaturated imides 1 and malononitrile (2) catalyzed by bifunctional thiourea 4. The pyrrolidinone moiety of 1 plays a key ro
Enantioselective Michael additions to α,β-unsaturated imides catalyzed by a salen-al complex
Taylor, Mark S.,Jacobsen, Eric N.
, p. 11204 - 11205 (2007/10/03)
(Salen)aluminum complex 1b is an efficient catalyst for the conjugate addition of di- and trisubstituted nitriles to a wide range of acyclic alkyl- and aryl-substituted α,β-unsaturated imides. This new methodology provides access to multifunctional compounds that previously have not been readily accessible in enantioenriched form. Synthetic applications of these products include the preparation of enantiomerically enriched piperidines, as exemplified by an expedient asymmetric catalytic synthesis of (-)-paroxetine. Copyright
