111396-36-2Relevant academic research and scientific papers
Lewis acidic chloroaluminate ionic liquids: Novel reaction media for the synthesis of 4-chloropyrans
Yadav, Jhillu S.,Reddy, Basi V. S.,Reddy, Maddi Sridhar,Niranjan, Namelikonda,Prasad, Attaluri R.
, p. 1779 - 1783 (2007/10/03)
1-n-Butyl-3-methylimidazolium chloroaluminate [bmim]-Cl·AlCl3 (N = 0.56-0.67) ionic liquid has been employed as an alternative reaction medium to conventional acid catalysts for Prins cyclizations, to produce 4-chlorotetrahydropyran derivatives
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.
SYNTHESIS OF 4-HALOTETRAHYDROPYRANS FROM ALLYLSILANES AND CARBONYL COMPOUNDS IN THE PRESENCE OF LEWIS ACIDS
Coppi, Laura,Ricci, Alfredo,Taddei, Maurizio
, p. 973 - 976 (2007/10/02)
An unexpected behaviour of the rection of allylsilanes and carbonyl compounds allowed the stereospecific preparation of differently substituted 4-halotetrahydropyrans with an "all cis" configuration.
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.
