Literature DB >> 25467049

γ-Silylboronates in the chiral Brønsted acid-catalysed allylboration of aldehydes.

Pablo Barrio1, Elsa Rodríguez, Kodai Saito, Santos Fustero, Takahiko Akiyama.   

Abstract

The use of functionalised allylboronic esters in the catalytic enantioselective allylboration of aldehydes is described for the first time. γ-Silylallyl pinacolate derivatives give rise to α-silyl homoallylic alcohols in high yields, with complete diastereoselectivities and high enantioselectivities, in most of the cases. The usefulness of such intermediates is showcased by their transformation into fluorinated allylic alcohols.

Entities:  

Year:  2015        PMID: 25467049     DOI: 10.1039/c4cc08598a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  1 in total

1.  Barbier-type anti-Diastereo- and Enantioselective Synthesis of β-Trimethylsilyl, Fluorinated Methyl, Phenylthio Homoallylic Alcohols.

Authors:  Rui Guo; Qin Yang; Qinshan Tian; Guozhu Zhang
Journal:  Sci Rep       Date:  2017-07-07       Impact factor: 4.379

  1 in total

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