Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/199054
Type: Artigo de periódico
Title: Influence Of β-substituents In Aldol Reactions Of Boron Enolates Of β-alkoxy Methylketones.
Author: Dias, Luiz C
de Lucca, Emílio C
Ferreira, Marco A B
Garcia, Danilo C
Tormena, Cláudio 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.
Rights: fechado
Identifier DOI: 10.1021/ol102303p
Address: http://www.ncbi.nlm.nih.gov/pubmed/20931986
Date Issue: 2010
Appears in Collections:Artigos e Materiais de Revistas Científicas - Unicamp

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