[摘要]：A new class of amine N-oxides derived from trans-2,5-diphenylpyrrolidine were synthesized in enantiomerically pure form and tested as metal-free catalysts in the reaction of aldehydes with allyltrichlorosilane to afford homoallylic alcs. The products were obtained in fair to good yields and ?5% ee. The behavior of structurally different catalysts and the influence of a coordinating unit present in the organocatalyst on controlling the stereochem. efficiency of the reaction were also investigated. Noteworthy, a catalyst capable of promoting the allylation of aliph. aldehydes with an almost unprecedent and unusually high enantioselectivity, ?5%, was identified.
