POLYLITHIUMORGANIC COMPOUNDS, 25 - CONTROLLED REARRANGEMENT OF 2,3-DILITHIO-1,3-BUTADIENES TO 2,5-DILITHIO-1,3-BUTADIENES - SYNTHESIS OF 2-ISOPROPYLIDENE-2,5-DIHYDROSILOLS
A. Maercker et al., POLYLITHIUMORGANIC COMPOUNDS, 25 - CONTROLLED REARRANGEMENT OF 2,3-DILITHIO-1,3-BUTADIENES TO 2,5-DILITHIO-1,3-BUTADIENES - SYNTHESIS OF 2-ISOPROPYLIDENE-2,5-DIHYDROSILOLS, EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (5), 1998, pp. 793-798
3,4-Dilithio-2,5-dimethyl-2,4-hexadiene (4a) rearranges to the cross-c
onjugated 2,5-dimethylhexadienediyl dianion 11a. A mechanistic investi
gation proves the intermolecularity of this rearrangement, which is al
so observed when starting from 4b. The 3-lithio-2,5-dimethylhexadienyl
anion Ipa with one vinyllithium and one allyllithium group, is a true
intermediate in this rearrangement, its synthetic potential is employ
ed in the reaction with dichlorosilanes to form 2-isopropylidene-2,5-d
ihydrosilols 8.