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Enantioselektive Synthese von Robinsonā€Anellierungsprodukten und Michaelā€Addukten als Vorstufen

Authors :
Arnaud Martel
Gilles Dujardin
Florian Gallier
Source :
Angewandte Chemie. 129:12598-12633
Publication Year :
2017
Publisher :
Wiley, 2017.

Abstract

The Robinson annulation is a reaction that has been useful for numerous syntheses since its discovery in 1935, especially in the field of the steroid synthesis. The products are usually obtained after 3 consecutive steps which are the formation of an enolate (or derivative), a conjugate addition and an aldol reaction. Over the years, several methodological improvements were made for each individual step or alternative routes were devised to access the Robinson annulation products. The first part of this review outlines the most relevant developments towards the formation of Monocarbonyl-derived Robinson Annulation Products (MRA Products, MRAP) and Activated Monocarbonyl-derived Robinson Annulation Products (AMRA Products, AMRAP). The following chapters are then devoted to the diastereoselective and enantioselective access to these products while the last section describes the enantiomeric resolution of racemic mixtures.

Details

ISSN :
15213757 and 00448249
Volume :
129
Database :
OpenAIRE
Journal :
Angewandte Chemie
Accession number :
edsair.doi...........2061ded4680f066cc4657c4a35898d15
Full Text :
https://doi.org/10.1002/ange.201701401