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Type: Artigo de periódico
Title: Influence Of β-substituents In Aldol Reactions Of Boron Enolates Of β-alkoxy Methylketones
Author: Dias L.C.
De Lucca Jr. E.C.
Ferreira M.A.B.
Garcia D.C.
Tormena C.F.
Abstract: Moderate to good levels of substrate-based 1,5-syn-stereocontrol could be achieved in the boron-mediated aldol reactions of β-tert-butyl methylketones with achiral aldehydes, independent of the nature of the β-alkoxy protecting group (P = PMB or TBS). The analysis of the relative energies of the transition structures by theoretical calculations using the density functional B3LYP shows relative energies favoring the corresponding OUT-1,5-SYN transition structures, explaining the observed 1,5-syn stereoinduction. © 2010 American Chemical Society.
Rights: fechado
Identifier DOI: 10.1021/ol102303p
Date Issue: 2010
Appears in Collections:Unicamp - Artigos e Outros Documentos

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