Titanium Salalen Catalysts Based on cis-1,2-Diaminocyclohexane: Enantioselective Epoxidation of Terminal Non-Conjugated Olefins with H2O2. -This describes the first synthesis of various salalen ligands based on cis-diaminocyclohexane, the characterization of their Ti complexes, and their application in Ti-catalyzed asymmetric epoxidations. These new ligands are particularly useful for the asymmetric epoxidation of non-conjugated terminal olefins, which are a difficult substrate class for this type of reaction. -(BERKESSEL*, A.; GUENTHER, T.; WANG, Q.; NEUDOERFL, J.-M.; Angew. Chem., Int. Ed. 52 (2013) 32, 8467-8471, http://dx.
Substitution. -The two-step, one-pot protocol utilizes dienophiles, aldehydes, and carboxamides and relies upon the sequential combination of condensation, cycloaddition, and oxidation reactions. The resultant amidocyclohexadienes and amidocyclohexenes generally are obtained as single diastereomers from a selective endo-cycloaddition. The thermal, acid-catalyzed reaction tolerates a wide variety of functional groups. Subjection of the three-component carbocycles to oxidative aromatization leads to crowded anilides with up to four further substituents. -(FICHTLER, R.; NEUDOERFL, J.-M.; JACOBI VON WANGELIN*, A.; Org. Biomol. Chem. 9 (2011) 20, 7224-7236, http://dx.
Aminocarboxylic acids (hydrazinocarboxylic acids) and esters Q 0440Structural Optimization of Thiourea-Based Bifunctional Organocatalysts for the Highly Enantioselective Dynamic Kinetic Resolution of Azlactones. -A number of chiral urea and thiourea derivatives such as (I)-(III) is prepared in order to test their catalytic activity in the title reaction. Among them thiourea (I) allows formation of the amino acid ester (VI) with excellent enantioselectivity. -(BERKESSEL*, A.; MUKHERJEE, S.; MUELLER, T. N.; CLEEMANN, F.; ROLAND, K.; BRANDENBURG, M.; NEUDOERFL, J.-M.; LEX, J.; Org.
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