66998-68-3Relevant academic research and scientific papers
Use of arene 1,3-substituents to control cyclopropane ring formation during meta photocycloaddition of ethenes to the benzene ring
Amey, David M.,Gilbert, Andrew,Jones, Damian T.
, p. 213 - 218 (1998)
The 3-trifluoromethyl derivatives of benzyl alcohol, benzyltrimethylsilane and phenoxytrimethylsilane undergo 2,6-photocycloaddition to cyclopentene to give the 1,11-disubstituted-tetracyclo[6.3.0.02,11.0 3,7]-undec-9-enes 7, 10, 11
Synthesis of 2-silaoxane via 1,3- photocycloaddition
Bahu, Suhail,Fleming, Steven A.,Nilsson, Brad,Turner, Tim
, p. 1341 - 1344 (2007/10/03)
Irradiation of an aryl group with a silyl tethered alkene yields a tetracyclic 2-silaoxane with high regioselectivity. The multicyclic structure has been further modified to give an unstable tricyclic diol. Photocycloaddition between cyclopentene and phen
NMR spectra of phenoxysilanes with various silyl groups
Hudrlik, Paul F.,Minus, Donald K.
, p. 157 - 162 (2007/10/03)
Ten phenoxysilanes with various organic groups on the silicon were prepared and their 1H and 13C NMR spectra recorded. The groups on the silicon had only a small effect on the proton and carbon chemical shifts.
Lewis Acid Promoted Condensation of Allylalkoxysilanes with Carbonyl Co+pounds. Synthesis of Tetrahydropyrans
Wei, Z. Y.,Wang, D.,Li, J. S.
, p. 5768 - 5774 (2007/10/02)
Allylalkoxysilanes 1 condense with aldehydes under Lewis acid conditions to give cis-2,4,6-trisubstituted tetrahydropyrans 3 or the homoallylic alcohols 2.Factors affecting the reaction have been examined.The enantioselective synthesis of 2 using optically active 1 has also been studied.The reaction is applied to the enantioselective synthesis of (6'-methyl-2'-tetrahydropyranyl)acetic acid (11), a natural compound that has been isolated from the glandular secretion of the civet cat.
The modification of reactivity at silicon centre by a remote phosphorus group
Kowalski, Jozef,Chojnowski, Julian
, p. 285 - 296 (2007/10/02)
The compounds X(CH2)nSiMe2(OPh) (X = H, n = 2, 3; X = PPh2, n = 1, 2, 3; X = P(O)Ph2, n = 2, 3; X = P(S)Ph2, n = 1, 2, 3) having silicon and phosphorus bridged by carbon chains, have been synthesized.The kinetics of acid- and basecatalysed solvolytic cleavage of phenoxyl group from these compounds in methanol have been investigated.The kinetic results obtained in the presence of bases can be interpreted in terms of polar and steric effects alone, but there was an unexpected enhancement of the reactivity in the case of the P=O-containing substrates in the acidic media.The solvent kinetic isotope effects are best interpreted in terms of participation by the P=O group as a base rather than as a nucleophile attacking the silicon centre.
LEWIS ACID PROMOTED CONDENSATION OF CARBONYL COMPOUNDS WITH ALKOXYALLYLSILANES - SYNTHESIS OF SUBSTITUTED TETRAHYDROPYRANS
Wei, Z. Y.,Li, J. S.,Wang, D.,Chan, T. H.
, p. 3441 - 3444 (2007/10/02)
The condensation of alkoxyallylsilanes with carbonyl compounds under Lewis acid conditions gave all cis-4-chloro-2,6-disubstituted-tetrahydropyrans.The reaction was found to proceed through a mixed silyl acetal intermediate.
