Titanium carbenoid-mediated cyclopropanation of allylic alcohols: selectivity and mechanism

Statistics
Metrics and citations
Share
Metadata
Show full item recordDate
2015Department
Química OrgánicaSource
Organic & Biomolecular Chemistry, 2015, 13, 6325 ReceivedAbstract
A new method for the chemo- and stereoselective conversion of allylic alcohols into the corresponding cyclopropane derivatives has been developed. The cyclopropanation reaction was carried out with an unprecedented
titanium carbenoid generated in situ from Nugent’s reagent, manganese and methylene diiodide. The reaction involving the participation of an allylic hydroxyl group, proceeded with conservation of the alkene geometry and in a high diastereomeric excess. The scope, limitations and mechanism of this metal-catalysed reaction are discussed.
Collections
- Artículos Científicos [4821]
- Artículos Científicos INBIO [264]
- Articulos Científicos Quim. Org. [174]