Cross-trienamines in Asymmetric Organocatalysis
نویسندگان
چکیده
Cross-conjugated trienamines are introduced as a new concept in asymmetric organocatalysis. These intermediates are applied in highly enantioselective Diels-Alder and addition reactions, providing functionalized bicyclo[2.2.2]octane compounds and γ'-addition products, respectively. The nature of the transformations and the intermediates involved are investigated by computational calculations and NMR analysis.
منابع مشابه
Asymmetric organocatalysis: from infancy to adolescence.
After an initial period of validating asymmetric organocatalysis by using a wide range of important model reactions that constitute the essential tools of organic synthesis, the time has now been reached when organocatalysis can be used to address specific issues and solve pending problems of stereochemical relevance. This Review deals with selected studies reported in 2006 and the first half o...
متن کاملMechanochemistry assisted asymmetric organocatalysis: A sustainable approach
Ball-milling and pestle and mortar grinding have emerged as powerful methods for the development of environmentally benign chemical transformations. Recently, the use of these mechanochemical techniques in asymmetric organocatalysis has increased. This review highlights the progress in asymmetric organocatalytic reactions assisted by mechanochemical techniques.
متن کاملSequential stereodivergent organocatalysis and programmed organocascades.
Asymmetric organocatalysis has attracted great interest as a synthetic strategy during the past decade. But, although the inertness of organocatalysts to moisture and oxygen offers great opportunities to tune the reaction conditions, the stereoswitchable character of organocatalysts has not been systematically studied, and most findings have been serendipitous. In this Perspective, we emphasize...
متن کاملPalladium and organocatalysis: an excellent recipe for asymmetric synthesis.
The dual activation of simple substrates by the combination of organocatalysis and palladium catalysis has been successfully applied in a variety of different asymmetric transformations. Thus, the asymmetric a-allylation of carbonyl compounds, a-fluorination of acyl derivatives, decarboxylative protonation of β-dicarbonyl compounds, cyclization reactions of alkynyl carbonyl compounds and β-func...
متن کاملNew Concepts for Catalysis
Organocatalysis, the catalysis with low-molecular weight catalysts where a metal is not part of the catalytic principle, can be as efficient and selective as metalor biocatalysis. Important discoveries in this area include novel Lewis base-catalyzed enantioselective processes and, more recently, simple Brønsted acid organocatalysts that rival the efficiency of traditional metal-based asymmetric...
متن کامل