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Enantioselektive Synthese von RobinsonāAnellierungsprodukten und MichaelāAddukten als Vorstufen
- 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.
- Subjects :
- chemistry.chemical_classification
Annulation
Ketone
010405 organic chemistry
Stereochemistry
Enantioselective synthesis
General Medicine
010402 general chemistry
01 natural sciences
0104 chemical sciences
chemistry
Aldol reaction
Steroid synthesis
Robinson annulation
Michael reaction
Organic chemistry
Enantiomer
Subjects
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