123464-09-5Relevant articles and documents
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.