Generation of β-Lithiocarbonyl Synthons via Lithium-Tellurium Exchange Reactions

Toru Inoue; Yasunori Atarashi; Nobuaki Kambe; Akiya Ogawa; Noboru Sonoda

doi:10.1055/s-1995-4908

Synlett 1995; 1995(2): 209-211
DOI: 10.1055/s-1995-4908

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Generation of β-Lithiocarbonyl Synthons via Lithium-Tellurium Exchange Reactions

Toru Inoue, Yasunori Atarashi, Nobuaki Kambe^* , Akiya Ogawa, Noboru Sonoda¹

^*Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565, Japan

Abstract

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One-pot conversion of β-haloketals to corresponding β-lithioketals was achieved by the use of lithium-tellurium exchange reactions via β-(butyltelluro)ketal intermediates. The synthetic utility of generated β-lithioketals as synthons of β-lithioketones has been demonstrated by their successful trapping with various electrophiles.

β-lithioketals - β-lithioacetals - organotellurium compound - lithium-tellurium exchange reaction

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