41422-93-9Relevant academic research and scientific papers
Further studies on silatropic carbonyl ene cyclisations: β-crotyl(diphenyl)silyloxy aldehyde substrates; Synthesis of 2-deoxy-2-C-phenylhexoses
Robertson, Jeremy,Green, Stuart P.,Hall, Michael J.,Tyrrell, Andrew J.,Unsworth, William P.
experimental part, p. 2628 - 2635 (2009/02/02)
Silatropic carbonyl ene cyclisations of β-(allylsilyloxy)- and β-(crotylsilyloxy)butyraldehydes are shown to proceed with high stereoselectivity but at a much reduced rate in comparison to the cyclisation of analogous α-substrates. In the second section, olefin cross-metathesis is explored as a route to substituted α-(allylsilyloxy)aldehydes and the method applied to the synthesis of diastereomeric 2-deoxy- and 2-deoxy-2-C-phenyl hexose derivatives from butanediacetal-protected d-glyceraldehyde. The Royal Society of Chemistry 2008.
Selective mono- and di-allylation and allenylation of chlorosilanes using indium
Li, Zhifang,Yang, Chenjun,Zheng, Hongfang,Qiu, Huayu,Lai, Guoqiao
scheme or table, p. 3771 - 3779 (2009/02/08)
Allyl and allenyl groups have been introduced into silicon systems by the allylation and allenylation of chlorosilanes using allyl bromide or propargyl bromide with indium. The allylation of chlorosilanes afforded a variety of aryl, aralkyl, and alkenyl substituted allylsilanes. By applying this method, the reactions of 1-bromo-3-methylbut-2-ene, 3-bromo-2-methylprop-1-ene and 3-bromobut-1-ene with chlorosilanes also proceed smoothly to give regioselectively allylic rearrangement products in good yields. Mediated by indium, dichlorosilanes (R2SiCl2) and trichlorosilanes (RSiCl3) can either afford monoallylated silanes or diallylated silanes depending on the amount of allyl bromide and indium used.
Controlled introduction of allylic group to chlorosilanes
Li, Zhifang,Cao, Xiaojun,Lai, Guoqiao,Liu, Jinhua,Ni, Yong,Wu, Jirong,Qiu, Huayu
, p. 4740 - 4746 (2007/10/03)
Allylation of chlorosilanes has been achieved with allylsamarium bromide, especially in a controlled manner. Thus allylation of trisubstituted chlorosilanes (R3SiCl) afforded a variety of aryl, aralkyl, and alkenyl substituted allylsilanes. Dichlorosilanes (R2SiCl2) can either afford monoallylated silanes or diallylated silanes depending on the amount of allylsamarium bromide used. Similarly, trichlorosilanes (RSiCl3) can selectively afford mono-, di-, and tri-allylation products. Finally, perchlorosilane (SiCl4) was allylated stepwise and the corresponding silanes containing one, two, three or four allylic groups, respectively, were obtained in satisfactory yields.
Allylsilyl propargyl ethers as substrates for intramolecular Pauson-Khand reactions
Ishaq, Salma,Porter, Michael J.
, p. 547 - 557 (2007/10/03)
Silyl ethers that are synthesized by coupling a propargylic alcohol with an allylsilyl chloride are shown to undergo sulfide-promoted Pauson-Khand reactions, affording bicyclic enones. Copyright Taylor & Francis Group, LLC.
Reactions of organochlorosilanes with chloro-and organogermanes in the presence of aluminum chloride
Zhun,Sbitneva,Polivanov,Chernyshev
, p. 1564 - 1570 (2008/02/09)
The effect of substituents at the silicon and germanium atoms in reactions of organochlorosilanes with chloro-and organogermanes in the presence of aluminum chloride was studied. The only occurring process is the exchange of the chlorine atoms at Ge for the phenyl groups from Si; an increase in the number of methyl groups or chlorine atoms at Si promotes formation of phenyltrichlorogermane, and an increase in the number of phenyl groups or replacement of the chlorine atom at the Si atom by hydrogen leads to the formation of di-and triphenylchlorogermanes. Neither phenyl nor other radicals are transferred back from Ge to Si in the course of reactions of phenylgermanes with methylchlorosilanes in the presence of aluminum chloride; the only occurring processes are the exchange of the phenyl or methyl radicals bonded to Ge for the Cl atom bonded to Al and the disproportionation of phenylchlorogermanes. Nauka/Interperiodica 2006.
ISOMERISATIONS THERMIQUES ORIGINALES DE COMPOSES β-CHLORES DU SILICIUM INDUITES PAR UN GROUPE β'-ETHYLENIQUE
Manuel, Georges,Bertrand, Guy,Mazerolles, Pierre,Ancelle, Jacques
, p. 311 - 323 (2007/10/02)
The thermolysis of linear and cyclic β-chloro-β'-ethylenesilicon compounds gives rise to two competitive reactions.Besides the classical β-elimination reaction, a new rearrangement reaction was observed, which depends on the Si-bonded R groups; it has not been noticed for the corresponding germanium compounds.To explain the results, we propose a mechanism involving a transient pentavalent silicon anion.
