Controlled Rearrangement of 2,3-Dilithio-1,3-butadienes to 2,5-Dilithio-1,3-butadienes: Synthesis of 2-Isopropylidene-2,5-dihydrosilols
摘要:
3,4-Dilithio-2,5-dimethyl-2,4-hexadiene (4a) rearranges to the cross-conjugated 2,5-dimethylhexadienediyl dianion 11a. A mechanistic investigation proves the intermolecularity of this rearrangement, which is also 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 employed in the reaction with dichlorosilanes to form 2-isopropylidene-2,5-dihydrosilols 8.
Vinyl tris(trimethylsilyl)silanes: substrates for Hiyama coupling
作者:Zhizhong Wang、Jean-Philippe Pitteloud、Lucresia Montes、Magdalena Rapp、Djenny Derane、Stanislaw F. Wnuk
DOI:10.1016/j.tet.2008.03.024
日期:2008.5
The oxidative treatment of vinyl tris(trimethylsilyl)silanes with hydrogen peroxide in aqueous sodium hydroxide in tetrahydrofuran generates reactive silanol or siloxane species that undergo Pd-catalyzed cross-couplings with aryl, heterocyclic and alkenyl halides in the presence of Pd(PPh(3))(4) and tetrabutylammonium fluoride. Hydrogen peroxide and base are necessary for the coupling to occur while
A direct synthesis of olefins by reaction of carbonyl compounds with lithio derivatives of 2-[alkyl- or (2′-alkenyl)- or benzyl-sulfonyl]-benzothiazoles.
作者:Jean Bernard Baudin、Georges Hareau、Sylvestre A. Julia、Odile Ruel
DOI:10.1016/s0040-4039(00)92037-9
日期:1991.2
During the title reaction, the lithium alkoxides formed as intermediates undergo an intramolecular addition to the neighboring CN group followed an S to 0 benzothiazole transfer and simultaneous extrustion of sulfur dioxide and ejection of 2(3H)-benzothiazolone anion.
Baudin, J. B.; Hareau, G.; Julia, S. A., Bulletin de la Societe Chimique de France, 1993, vol. 130, p. 856 - 878
作者:Baudin, J. B.、Hareau, G.、Julia, S. A.、Lorne, R.、Ruel, O.
DOI:——
日期:——
Nickel-catalyzed geminal dimethylation of allylic cyclic dithioketals. A convenient procedure to form a tert-butyl substituent at the olefinic carbon atom
作者:Tien Min Yuan、Tien Yau Luh
DOI:10.1021/jo00042a042
日期:1992.7
Lythgoe,B. et al., Journal of the Chemical Society. Perkin transactions I, 1976, p. 2386 - 2390