Tetrahedron letters

New evidence for and new reactions of ortho-lithio ylids

B Schaub, M Schlosser

Index: Schaub, Bruno; Schlosser, Manfred Tetrahedron Letters, 1985 , vol. 26, # 13 p. 1623 - 1626

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Citation Number: 31

Abstract

Abstract While α-lithio ylid 2 my be generated from triphenylphosphonio-bromomethylid through halogen/metal exchange, the reaction of triphenyl phosphonio-methylid 1 with sec- or tert-butyllithium produces nearly quantitatively the o-lithio ylid 3, which is stable at-60 but slowly decomposes at higher temperatures via a cyclization product 5 to give the α-lithio phosphine 4.