Asymmetric synthesis with titanacyclopropane reagents: From early results to the recent achievements

Autor: Dzmitry G. Kananovich, Yulia A. Konik
Rok vydání: 2020
Předmět:
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