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Chiral Epoxides via Borane Reduction of 2-Haloketones Catalyzed By Spiroborate Ester: Application to the Synthesis of Optically Pure 1,2-Hydroxy Ethers and 1,2-Azido Alcohols

[Image: see text] An enantioselective borane-mediated reduction of a variety of 2-haloketones using 10% of spiroaminoborate ester 1 as catalyst is described. By a simple basic workup of 2-halohydrins, optically active epoxides are obtained in high yield and with excellent enantiopurity (up to 99% ee...

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Detalhes bibliográficos
Main Authors: Huang, Kun, Wang, Haiyang, Stepanenko, Viatcheslav, De Jesús, Melvin, Torruellas, Carilyn, Correa, Wildeliz, Ortiz-Marciales, Margarita
Formato: Artigo
Idioma:Inglês
Publicado em: 2011
Assuntos:
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC3055923/
https://ncbi.nlm.nih.gov/pubmed/21294519
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/jo102294j
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