TRIARYLCARBENIUM IONS AS CATALYSTS IN THE MUKAIYAMA ALDOL ADDITION - A MECHANISTIC INVESTIGATION

Authors
DENMARK SE CHEN CT
Citation
Se. Denmark et Ct. Chen, TRIARYLCARBENIUM IONS AS CATALYSTS IN THE MUKAIYAMA ALDOL ADDITION - A MECHANISTIC INVESTIGATION, Tetrahedron letters, 35(25), 1994, pp. 4327-4330
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
25
Year of publication
1994
Pages
4327 - 4330
Database
ISI
SICI code
0040-4039(1994)35:25<4327:TIACIT>2.0.ZU;2-K
Abstract
1-Phenyl-2:3,6:7-dibenzosuberyl salts 5(+) efficiently catalyze the al dol reaction between silyl enol ethers and benzaldehyde with moderate diastereoselectivity. Crossover experiments with doubly labeled silyl enol ethers, kinetic and stereochemical studies identify 5(+) as the c atalyst rather than a Lewis acidic R(3)SiX species in this transformat ion.