Aus der Chemie der Organoselen‐Verbindungen

2000

Angewandte Chemie

Reaktionen mit Selenreagentien haben in den vergangenen Jahren einen enormen Aufschwung erlebt, und die Chemie mit Selenverbindungen hat sich zu einem überaus nützlichen Werkzeug für Synthesechemiker entwickelt. Die Reaktivitäten selenhaltiger Verbindungen, die sich von denen schwefelhaltiger unterscheiden, haben zu interessanten neuen Synthesemethoden in der Organischen Chemie geführt. Verschiedene funktionelle Gruppen können selektiv und unter sehr milden Bedingungen in komplexe Moleküle eingeführt werden. In diesem Aufsatz werden die Prinzipien der Organoselenchemie im Hinblick auf die stereoselektive Synthese beleuchtet. Durch die einzigartigen Eigenschaften des Selens lassen sich neue und hoch selektive Transformationen entwickeln, die für die Synthese vielseitiger chiraler Synthesebausteine und zur Naturstoffsynthese genutzt werden können.

Organoselenchemie in der stereoselektiven Synthese

2000

Angewandte Chemie

Organoselenium Chemistry in Stereoselective Reactions

2000

Angew. Chem. Int. Ed.

302

188

Selenium‐based methods have developed rapidly over the past few years asnd organoselenium chemistry has become a very useful tool in the hands of synthetic chemists. The different reactivity of selenium‐containing compounds in contrast to the sulfur analogues has led to versatile and new synthetic methods in organic chemistry. Various functionalities can be selectively introduced into complex molecules under very mild reaction conditions. In this review, the principles of organoselenium chemistry are traced back to their origins and are highlighted with respect to stereoselective synthesis. The unique properties of selenium allow the development of new and highly selective transformations, which can be employed subsequently in new routes for the synthesis of versatile chiral building blocks and for natural product synthesis.

Stereoselective Reactions of Organoselenium Reagents Including Catalysis

Singh

Patai's Chemistry of Functional Groups

2011

In the last decades, organoselenium chemistry has been developed as an important tool for synthetic and medicinal chemistry. The variety of organoselenium reagents has led to many versatile and new approaches in synthetic organic chemistry. Various synthetic moieties can be selectively introduced into complex molecules under very mild reaction conditions. The unique properties of selenium allow the development of novel and highly selective transformations, which can be employed for the synthesis of synthetic and naturally occurring chiral building blocks. This chapter highlights some recent developments of stereoselective reactions using organoselenium reagents including asymmetric catalysis.