41422-93-9Relevant articles and documents
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.
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.
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.