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Relevant academic research and scientific papers

Synthesis of helical poly(phenylacetylene)s bearing cinchona alkaloid pendants and their application to asymmetric organocatalysis

Four novel dynamic helical poly(phenylacetylene)s bearing cinchona alkaloids as pendant groups were synthesized starting from the commercially available cinchona alkaloids, cinchonidine, cinchonine, quinine, and quinidine, by the polymerization of the cor

Highly enantioselective organocatalytic sulfa-michael addition to α, β-unsaturated ketones

"Chemical Equation Presented" A cinchona alkaloid-derived urea was found to be an efficient organocatalyst for catalyzing enantioselective conjugate addition between thiols and various α,β-unsaturated ketones to provide optically active sulfides with high

Asymmetrie ruthenium-catalyzed 1,4-additions of aryl thiols to enones

Well defined, stable, one-point binding ruthenium complexes 1 and 2 selectively bind and activate α,β-unsaturated carbonyl compounds for cycloaddition reactions. These mild Lewis acids catalyze asymmetric 1,4-addition reactions of aryl thiols to enones wi

Improved design of inherently chiral calix[4]arenes as organocatalysts

Improvement of the design of inherently chiral calix[4]arenes as organocatalysts was accomplished via the introduction of a diarylmethanol structure. Novel, inherently chiral calix[4]arenes bearing a tertiary amine or a quaternary ammonium moiety, togethe

Synthesis and evaluation of guanidinyl pyrrolidines as bifunctional catalysts for enantioselective conjugate additions to cyclic enones

Guanidinyl pyrrolidines derived from 'S'-proline are effective catalysts for the enantioselective conjugate addition of malonate, nitroalkane and other carbon and heteroatom nucleophiles to cyclohexenone and cyclopentenone in the absence of basic additive

Synthesis and resolution of a multifunctional inherently chiral calix[4]arene with an ABCD substitution pattern at the wide rim: The effect of a multifunctional structure in the organocatalyst on enantioselectivity in asymmetric reactions

An efficient synthetic route to inherently chiral calix[4]arenes with an ABCD substitution pattern at the wide rim in the cone conformation was developed for the first time. For the synthesis of inherently chiral ABCD-type calix[4]arenes, first 5,11-dibro

Asymmetric Michael addition of arylthiols to α,β-unsaturated carbonyl compounds catalyzed by bifunctional organocatalysts

Bifunctional chiral organocatalysts comprising thiourea and tertiary amine groups were synthesized. They act as efficient catalysts for asymmetric Michael addition of arylthiols to α,β-unsaturated carbonyl compounds. Enantioselectivity up to 85% has been achieved. Asymmetric α-protonation reaction (up to 60% ee) can be obtained in the presence of the bifunctional catalyst.

A highly enantioselective and general conjugate addition of thiols to cyclic enones with an organic catalyst

The mechanism is not yet known but the modified biscinchona alkaloid shown here is an excellent catalyst for the general and highly enantioselective 1,4-addition of thiols to cyclic enones. Selectivities ranging from 93 to > 99 % ee were achieved for the

Lithium bis[(1R,5R)-3-aza-3-benzyl-1,5-diphenylpentan-1,5-diolato]- aluminium - A new heterobimetallic catalyst for Michael addition reactions

The C2-symmetric amino diol, (1R,5R)-3-aza-3-benzyl-1,5-diphenyl pentan-1, 5-diol, 1 [(R,R)-1] reacts with LiAlH4 to give the heterobimetallic complex 2 of the composition [(12-Al)Li]. Complex 2 was characterised by 1

Addition of Aromatic Thiols to Conjugated Cycloalkenones, Catalyzed by Chiral β-Hydroxy Amines. A Mechanistic Study on Homogeneous Catalytic Asymmetric Synthesis

Reactions between aromatic thiols and conjugated cycloalkenones afford optically active 3-arylthiocycloalkanones, when chiral bases are used as catalysts.This paper reports a detailed investigation into the mechanism of this catalytic asymmetric synthesis