Enantioselective Rhodium(III)-Catalyzed Markovnikov Hydroboration of Unactivated Terminal Alkenes

[Image: see text] We report the first enantioselective Rh-catalyzed Markovnikov hydroboration of unactivated terminal alkenes. Using a novel sp(2)–sp(3) hybridized diboron reagent and water as a proton source, a broad range of alkenes undergo hydroboration to provide secondary boronic esters with hi...

Descripción completa

Detalles Bibliográficos
Autores principales: Smith, James R., Collins, Beatrice S. L., Hesse, Matthew J., Graham, Mark A., Myers, Eddie L., Aggarwal, Varinder K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5515510/
https://www.ncbi.nlm.nih.gov/pubmed/28665124
http://dx.doi.org/10.1021/jacs.7b05149
_version_ 1783251003541291008
author Smith, James R.
Collins, Beatrice S. L.
Hesse, Matthew J.
Graham, Mark A.
Myers, Eddie L.
Aggarwal, Varinder K.
author_facet Smith, James R.
Collins, Beatrice S. L.
Hesse, Matthew J.
Graham, Mark A.
Myers, Eddie L.
Aggarwal, Varinder K.
author_sort Smith, James R.
collection PubMed
description [Image: see text] We report the first enantioselective Rh-catalyzed Markovnikov hydroboration of unactivated terminal alkenes. Using a novel sp(2)–sp(3) hybridized diboron reagent and water as a proton source, a broad range of alkenes undergo hydroboration to provide secondary boronic esters with high regio- and enantiocontrol.
format Online
Article
Text
id pubmed-5515510
institution National Center for Biotechnology Information
language English
publishDate 2017
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-55155102017-07-24 Enantioselective Rhodium(III)-Catalyzed Markovnikov Hydroboration of Unactivated Terminal Alkenes Smith, James R. Collins, Beatrice S. L. Hesse, Matthew J. Graham, Mark A. Myers, Eddie L. Aggarwal, Varinder K. J Am Chem Soc [Image: see text] We report the first enantioselective Rh-catalyzed Markovnikov hydroboration of unactivated terminal alkenes. Using a novel sp(2)–sp(3) hybridized diboron reagent and water as a proton source, a broad range of alkenes undergo hydroboration to provide secondary boronic esters with high regio- and enantiocontrol. American Chemical Society 2017-06-30 2017-07-12 /pmc/articles/PMC5515510/ /pubmed/28665124 http://dx.doi.org/10.1021/jacs.7b05149 Text en Copyright © 2017 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Smith, James R.
Collins, Beatrice S. L.
Hesse, Matthew J.
Graham, Mark A.
Myers, Eddie L.
Aggarwal, Varinder K.
Enantioselective Rhodium(III)-Catalyzed Markovnikov Hydroboration of Unactivated Terminal Alkenes
title Enantioselective Rhodium(III)-Catalyzed Markovnikov Hydroboration of Unactivated Terminal Alkenes
title_full Enantioselective Rhodium(III)-Catalyzed Markovnikov Hydroboration of Unactivated Terminal Alkenes
title_fullStr Enantioselective Rhodium(III)-Catalyzed Markovnikov Hydroboration of Unactivated Terminal Alkenes
title_full_unstemmed Enantioselective Rhodium(III)-Catalyzed Markovnikov Hydroboration of Unactivated Terminal Alkenes
title_short Enantioselective Rhodium(III)-Catalyzed Markovnikov Hydroboration of Unactivated Terminal Alkenes
title_sort enantioselective rhodium(iii)-catalyzed markovnikov hydroboration of unactivated terminal alkenes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5515510/
https://www.ncbi.nlm.nih.gov/pubmed/28665124
http://dx.doi.org/10.1021/jacs.7b05149
work_keys_str_mv AT smithjamesr enantioselectiverhodiumiiicatalyzedmarkovnikovhydroborationofunactivatedterminalalkenes
AT collinsbeatricesl enantioselectiverhodiumiiicatalyzedmarkovnikovhydroborationofunactivatedterminalalkenes
AT hessematthewj enantioselectiverhodiumiiicatalyzedmarkovnikovhydroborationofunactivatedterminalalkenes
AT grahammarka enantioselectiverhodiumiiicatalyzedmarkovnikovhydroborationofunactivatedterminalalkenes
AT myerseddiel enantioselectiverhodiumiiicatalyzedmarkovnikovhydroborationofunactivatedterminalalkenes
AT aggarwalvarinderk enantioselectiverhodiumiiicatalyzedmarkovnikovhydroborationofunactivatedterminalalkenes

Ejemplares similares