Asymmetric synthesis with titanacyclopropane reagents: From early results to the recent achievements
Autor: | Dzmitry G. Kananovich, Yulia A. Konik |
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Rok vydání: | 2020 |
Předmět: |
Kulinkovich reaction
010405 organic chemistry Cyclopropanation Organic Chemistry technology industry and agriculture Enantioselective synthesis 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Catalysis chemistry.chemical_compound Early results chemistry Reagent Drug Discovery Organic synthesis |
Zdroj: | Tetrahedron Letters. 61:152036 |
ISSN: | 0040-4039 |
DOI: | 10.1016/j.tetlet.2020.152036 |
Popis: | The discovery of titanium alkoxide-catalyzed cyclopropanation of carboxylic esters with Grignard reagents in the late 1980s (Kulinkovich reaction) commenced the era of titanacyclopropanes [titanium(II)-alkene complexes] in organic synthesis. Despite high level of diastereocontrol commonly observed in these transformations and their prominent synthetic value, enantioselective reactions of chiral titanacyclopropane reagents, especially generated from catalytic amounts of chiral titanium alkoxides, still remain largely unexplored. This digest summarizes 30 years of efforts in the area, emphasizing the relevant mechanistic insights, recent notable breakthroughs and yet unsolved challenges. |
Databáze: | OpenAIRE |
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