Oxygen-Directed Intramolecular Hydroboration

[Image: see text] Metal-free homoallylic oxygen-directed intramolecular hydroboration is reported. Regioselectivities from 20:1 to 82:1 favoring the 1,3-dioxy-substituted products have been achieved using Me(2)S·BH(3)/TfOH followed by standard oxidative workup. Branching at the C5 position improves...

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Detalles Bibliográficos
Autores principales: Rarig, Robert-André F., Scheideman, Matthew, Vedejs, Edwin
Formato: Texto
Lenguaje:English
Publicado: American Chemical Society 2008
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2646882/
https://www.ncbi.nlm.nih.gov/pubmed/18572941
http://dx.doi.org/10.1021/ja800402g
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author Rarig, Robert-André F.
Scheideman, Matthew
Vedejs, Edwin
author_facet Rarig, Robert-André F.
Scheideman, Matthew
Vedejs, Edwin
author_sort Rarig, Robert-André F.
collection PubMed
description [Image: see text] Metal-free homoallylic oxygen-directed intramolecular hydroboration is reported. Regioselectivities from 20:1 to 82:1 favoring the 1,3-dioxy-substituted products have been achieved using Me(2)S·BH(3)/TfOH followed by standard oxidative workup. Branching at the C5 position improves regioselectivity.
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spelling pubmed-26468822009-03-20 Oxygen-Directed Intramolecular Hydroboration Rarig, Robert-André F. Scheideman, Matthew Vedejs, Edwin J Am Chem Soc [Image: see text] Metal-free homoallylic oxygen-directed intramolecular hydroboration is reported. Regioselectivities from 20:1 to 82:1 favoring the 1,3-dioxy-substituted products have been achieved using Me(2)S·BH(3)/TfOH followed by standard oxidative workup. Branching at the C5 position improves regioselectivity. American Chemical Society 2008-06-24 2008-07-23 /pmc/articles/PMC2646882/ /pubmed/18572941 http://dx.doi.org/10.1021/ja800402g Text en Copyright © 2008 American Chemical Society http://pubs.acs.org This is an open-access article distributed under the ACS AuthorChoice Terms & Conditions. Any use of this article, must conform to the terms of that license which are available at http://pubs.acs.org. 40.75
spellingShingle Rarig, Robert-André F.
Scheideman, Matthew
Vedejs, Edwin
Oxygen-Directed Intramolecular Hydroboration
title Oxygen-Directed Intramolecular Hydroboration
title_full Oxygen-Directed Intramolecular Hydroboration
title_fullStr Oxygen-Directed Intramolecular Hydroboration
title_full_unstemmed Oxygen-Directed Intramolecular Hydroboration
title_short Oxygen-Directed Intramolecular Hydroboration
title_sort oxygen-directed intramolecular hydroboration
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2646882/
https://www.ncbi.nlm.nih.gov/pubmed/18572941
http://dx.doi.org/10.1021/ja800402g
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AT scheidemanmatthew oxygendirectedintramolecularhydroboration
AT vedejsedwin oxygendirectedintramolecularhydroboration

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