New Initiation Modes for Directed Carbonylative C–C Bond Activation: Rhodium-Catalyzed (3 + 1 + 2) Cycloadditions of Aminomethylcyclopropanes

[Image: see text] Under carbonylative conditions, neutral Rh(I)-systems modified with weak donor ligands (AsPh(3) or 1,4-oxathiane) undergo N-Cbz, N-benzoyl, or N-Ts directed insertion into the proximal C–C bond of aminomethylcyclopropanes to generate rhodacyclopentanone intermediates. These are tra...

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Autores principales: Wang, Gang-Wei, McCreanor, Niall G., Shaw, Megan H., Whittingham, William G., Bower, John F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2016
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5073370/
https://www.ncbi.nlm.nih.gov/pubmed/27709913
http://dx.doi.org/10.1021/jacs.6b08608
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author Wang, Gang-Wei
McCreanor, Niall G.
Shaw, Megan H.
Whittingham, William G.
Bower, John F.
author_facet Wang, Gang-Wei
McCreanor, Niall G.
Shaw, Megan H.
Whittingham, William G.
Bower, John F.
author_sort Wang, Gang-Wei
collection PubMed
description [Image: see text] Under carbonylative conditions, neutral Rh(I)-systems modified with weak donor ligands (AsPh(3) or 1,4-oxathiane) undergo N-Cbz, N-benzoyl, or N-Ts directed insertion into the proximal C–C bond of aminomethylcyclopropanes to generate rhodacyclopentanone intermediates. These are trapped by N-tethered alkenes to provide complex perhydroisoindoles.
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spelling pubmed-50733702016-10-24 New Initiation Modes for Directed Carbonylative C–C Bond Activation: Rhodium-Catalyzed (3 + 1 + 2) Cycloadditions of Aminomethylcyclopropanes Wang, Gang-Wei McCreanor, Niall G. Shaw, Megan H. Whittingham, William G. Bower, John F. J Am Chem Soc [Image: see text] Under carbonylative conditions, neutral Rh(I)-systems modified with weak donor ligands (AsPh(3) or 1,4-oxathiane) undergo N-Cbz, N-benzoyl, or N-Ts directed insertion into the proximal C–C bond of aminomethylcyclopropanes to generate rhodacyclopentanone intermediates. These are trapped by N-tethered alkenes to provide complex perhydroisoindoles. American Chemical Society 2016-10-06 2016-10-19 /pmc/articles/PMC5073370/ /pubmed/27709913 http://dx.doi.org/10.1021/jacs.6b08608 Text en Copyright © 2016 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 Wang, Gang-Wei
McCreanor, Niall G.
Shaw, Megan H.
Whittingham, William G.
Bower, John F.
New Initiation Modes for Directed Carbonylative C–C Bond Activation: Rhodium-Catalyzed (3 + 1 + 2) Cycloadditions of Aminomethylcyclopropanes
title New Initiation Modes for Directed Carbonylative C–C Bond Activation: Rhodium-Catalyzed (3 + 1 + 2) Cycloadditions of Aminomethylcyclopropanes
title_full New Initiation Modes for Directed Carbonylative C–C Bond Activation: Rhodium-Catalyzed (3 + 1 + 2) Cycloadditions of Aminomethylcyclopropanes
title_fullStr New Initiation Modes for Directed Carbonylative C–C Bond Activation: Rhodium-Catalyzed (3 + 1 + 2) Cycloadditions of Aminomethylcyclopropanes
title_full_unstemmed New Initiation Modes for Directed Carbonylative C–C Bond Activation: Rhodium-Catalyzed (3 + 1 + 2) Cycloadditions of Aminomethylcyclopropanes
title_short New Initiation Modes for Directed Carbonylative C–C Bond Activation: Rhodium-Catalyzed (3 + 1 + 2) Cycloadditions of Aminomethylcyclopropanes
title_sort new initiation modes for directed carbonylative c–c bond activation: rhodium-catalyzed (3 + 1 + 2) cycloadditions of aminomethylcyclopropanes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5073370/
https://www.ncbi.nlm.nih.gov/pubmed/27709913
http://dx.doi.org/10.1021/jacs.6b08608
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