Tetrahedron Letters p. 1623 - 1626 (1985)
Update date:2022-08-04
Topics: NMR spectroscopy Palladium-catalyzed cross-coupling Protonation Nucleophilic substitution Carbonyl Compounds Deuterium
Schaub, Bruno
Schlosser, Manfred
While α-lithio ylid 2 may be generated from triphenylphosphonio-bromomethylid through halogen/metal exchange, the reaction of triphenylphosphonio-methylid 1 with sec- or tert-butyllithium produces nearly quantitatively the o-lithio ylid 3, which is stable at -60 deg C but slowly decomposes at higher temperatures via a cyclization product 5 to give the α-lithio phosphine 4.
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