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Synthesis of P-Stereogenic Benzoazaphosphole 1-Oxides via Alkynylation of P-Stereogenic ortho-Aurated and ortho-Iodo Phosphinic Amides
[Image: see text] An efficient methodology for the synthesis of P-stereogenic dihydrobenzoazaphosphole 1-oxides via intramolecular 5-exo-dig alkyne hydroamination promoted by tetrabutylammonium fluoride is herein described. The required chiral o-alkynylphosphinic amide starting materials were prepar...
| Autores principales: | , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
American Chemical Society
2018
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641963/ https://www.ncbi.nlm.nih.gov/pubmed/31458727 http://dx.doi.org/10.1021/acsomega.8b00491 |
| _version_ | 1783436894503174144 |
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| author | Soengas, Raquel Belmonte Sánchez, Eva Iglesias, María José López Ortiz, Fernando |
| author_facet | Soengas, Raquel Belmonte Sánchez, Eva Iglesias, María José López Ortiz, Fernando |
| author_sort | Soengas, Raquel |
| collection | PubMed |
| description | [Image: see text] An efficient methodology for the synthesis of P-stereogenic dihydrobenzoazaphosphole 1-oxides via intramolecular 5-exo-dig alkyne hydroamination promoted by tetrabutylammonium fluoride is herein described. The required chiral o-alkynylphosphinic amide starting materials were prepared in high yields under very mild reaction conditions through alkynylation of P-stereogenic (O^C)-cyclometalated (phosphinic amide)dichlorogold(III) complexes and Sonogashira cross-coupling of ortho-iodo P-stereogenic phosphinic amide. |
| format | Online Article Text |
| id | pubmed-6641963 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2018 |
| publisher | American Chemical Society |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-66419632019-08-27 Synthesis of P-Stereogenic Benzoazaphosphole 1-Oxides via Alkynylation of P-Stereogenic ortho-Aurated and ortho-Iodo Phosphinic Amides Soengas, Raquel Belmonte Sánchez, Eva Iglesias, María José López Ortiz, Fernando ACS Omega [Image: see text] An efficient methodology for the synthesis of P-stereogenic dihydrobenzoazaphosphole 1-oxides via intramolecular 5-exo-dig alkyne hydroamination promoted by tetrabutylammonium fluoride is herein described. The required chiral o-alkynylphosphinic amide starting materials were prepared in high yields under very mild reaction conditions through alkynylation of P-stereogenic (O^C)-cyclometalated (phosphinic amide)dichlorogold(III) complexes and Sonogashira cross-coupling of ortho-iodo P-stereogenic phosphinic amide. American Chemical Society 2018-05-10 /pmc/articles/PMC6641963/ /pubmed/31458727 http://dx.doi.org/10.1021/acsomega.8b00491 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
| spellingShingle | Soengas, Raquel Belmonte Sánchez, Eva Iglesias, María José López Ortiz, Fernando Synthesis of P-Stereogenic Benzoazaphosphole 1-Oxides via Alkynylation of P-Stereogenic ortho-Aurated and ortho-Iodo Phosphinic Amides |
| title | Synthesis of
P-Stereogenic Benzoazaphosphole 1-Oxides via Alkynylation
of P-Stereogenic ortho-Aurated and ortho-Iodo Phosphinic Amides |
| title_full | Synthesis of
P-Stereogenic Benzoazaphosphole 1-Oxides via Alkynylation
of P-Stereogenic ortho-Aurated and ortho-Iodo Phosphinic Amides |
| title_fullStr | Synthesis of
P-Stereogenic Benzoazaphosphole 1-Oxides via Alkynylation
of P-Stereogenic ortho-Aurated and ortho-Iodo Phosphinic Amides |
| title_full_unstemmed | Synthesis of
P-Stereogenic Benzoazaphosphole 1-Oxides via Alkynylation
of P-Stereogenic ortho-Aurated and ortho-Iodo Phosphinic Amides |
| title_short | Synthesis of
P-Stereogenic Benzoazaphosphole 1-Oxides via Alkynylation
of P-Stereogenic ortho-Aurated and ortho-Iodo Phosphinic Amides |
| title_sort | synthesis of
p-stereogenic benzoazaphosphole 1-oxides via alkynylation
of p-stereogenic ortho-aurated and ortho-iodo phosphinic amides |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641963/ https://www.ncbi.nlm.nih.gov/pubmed/31458727 http://dx.doi.org/10.1021/acsomega.8b00491 |
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