Transition Metal-Catalyzed/Mediated Reaction of Allenes with a Nucleophilic Functionality Connected to the α-Carbon Atom
Accounts of Chemical Research2003Vol. 36(9), pp. 701–712
Citations Over TimeTop 1% of 2003 papers
Abstract
Allenes with a nucleophilic functionality connected to the alpha-carbon atom have been shown to be versatile building blocks for the syn-thesis of gamma-butenolides, gamma-lactams, gamma-iminolactones, vinylic epoxides, 4-amino-2-alkenols, 2-amino-3-alkenols, 2,5-dihydrofurans, furans, vinylic cyclopropanes, and cyclopentenes, depending on the nature of the nucleophilic centers. The reaction may proceed via the carbometalation-nucleophilic attack mechanism or nucleometallation-reductive elimination. The stereochemical outcomes by these two pathways are different.
Related Papers
- → Palladium-catalyzed intermolecular fluoroesterification of styrenes: exploration and mechanistic insight(2013)71 cited
- → Interaction of 3,8-Disubstituted Imidazo-[5,1-C][1,2,4]Triazines with Nucleophiles**(2014)10 cited
- → Patterns of nucleophilic attack on tricarbonyl π-arene complexes of manganese(I)(1973)67 cited
- → Experimental and theoretical studies of the reactions of electrophiles with cationic formyl complexes; formation of methoxy- and hydroxy-carbene complexes of ruthenium(II) and osmium(II)(1988)11 cited
- → Electronic structure of organylthiochloroacetylenes and their reactions with O-containing nucleophiles(1988)1 cited