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Polymer supported naphthalene-catalysed lithiation reactions

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
39
Issue
11
Identifiers
DOI: 10.1016/s0040-4039(97)10774-2

Abstract

Abstract The reaction of functionalised mono or dichlorinated materials 1a–6a with an excess of lithium and a catalytic amount of a naphthalene supported polymer (P-152, easily prepared by radical copolymerisation of 2-vinylnaphthalene, styrene and divinylbenzene) in THF either in the presence (Barbier-type conditions) or not of different electrophiles [Me 3SiCl, Bu nCHO, Bu iCHO, PhCHO, Et 2CO, c(C 3H 5) 2CO, Pr i 2CO, (CH 2) 4CO, (CH 2) 5CO, PhCOMe, PhCHNPh] leads, after hydrolysis, to the expected products 1c–6c. The catalyst is quantitatively recovered and can be reused several times without any loss of its activity.

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