[1, 2]-Wittig rearrangement of a lithioalkyl benzyl ether with inversion of configuration at the carbanion C atom. diastereoselective reductions of cyclohexyl radicals with …
R Hoffmann, T Ru, R Bru
Index: Hoffmann, Rolf; Rueckert, Tanja; Brueckner, Reinhard Tetrahedron Letters, 1993 , vol. 34, # 2 p. 297 - 300
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Citation Number: 21
Abstract
Abstract Treatment of the diastereomeric O, Se-ketals cis-or trans-4 with lithium naphthalenide provided, through stereoselective reduction of the radical intermediate 5, the axially lithiated cyclohexyl ether trans-6. trans-6 gave the equatorially benzylated cyclohexanol cis-5 stereoselectively after [1, 2]-Wittig rearrangement and aqueous work-up.
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