Diastereoselectivity in the boron aldol reaction of α-alkoxy and α,β-bis-alkoxy methyl ketones

Author:

Fernandes Alessandra A. G.1234,Leonarczyk Ives A.56784,Ferreira Marco A. B.56784,Dias Luiz Carlos1234

Affiliation:

1. Institute of Chemistry

2. University of Campinas

3. Campinas – 13083-970

4. Brazil

5. Centre of Excellence for Research in Sustainable Chemistry (CERSusChem)

6. Department of Chemistry

7. Federal University of São

8. Carlos – 13565-905

Abstract

We investigated the asymmetric induction in boron enolate aldol reactions of α-alkoxy and α,β-bisalkoxy methyl ketones and elucidated the synergistic effect between the stereocenters.

Funder

Conselho Nacional de Desenvolvimento Científico e Tecnológico

Coordenação de Aperfeiçoamento de Pessoal de Nível Superior

Fundação de Amparo à Pesquisa do Estado de São Paulo

GlaxoSmithKline

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference40 articles.

1. L. C. Dias , E. C.Polo , E. C.de Lucca and M. A. B.Ferreira , Asymmetric Induction in Aldol Additions , in Modern Methods in Stereoselective Aldol Reactions , ed. R. Mahrwald , Wiley-VCH Verlag GmbH & Co. KGaA , Weinheim, Germany , 2013

2. A. Abiko , Boron Enolate Chemistry , ACS Symposium Series, 2016 , ch. 4, vol. 1236 , pp. 123–171

3. 1,5-Asymmetric induction in boron-mediated aldol reactions of β-oxygenated methyl ketones

4. The Impact of the Mukaiyama Aldol Reaction in Total Synthesis

5. Exploring the Aldol Reaction in the Synthesis of Bioactive Compounds

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