A Diastereodivergent Synthetic Strategy for the Syntheses of Communesin F and Perophoramidine

[Image: see text] An efficient, unified, and stereodivergent approach toward communesin F and perophoramidine was examined. The C(3) all-carbon quaternary center of an oxindole was smoothly constructed by base-promoted indolone-malonate alkylation chemistry. The complementary relative stereochemistr...

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Autores principales: Han, Seo-Jung, Vogt, Florian, Krishnan, Shyam, May, Jeremy A., Gatti, Michele, Virgil, Scott C., Stoltz, Brian M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4068777/
https://www.ncbi.nlm.nih.gov/pubmed/24909760
http://dx.doi.org/10.1021/ol5013263
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author Han, Seo-Jung
Vogt, Florian
Krishnan, Shyam
May, Jeremy A.
Gatti, Michele
Virgil, Scott C.
Stoltz, Brian M.
author_facet Han, Seo-Jung
Vogt, Florian
Krishnan, Shyam
May, Jeremy A.
Gatti, Michele
Virgil, Scott C.
Stoltz, Brian M.
author_sort Han, Seo-Jung
collection PubMed
description [Image: see text] An efficient, unified, and stereodivergent approach toward communesin F and perophoramidine was examined. The C(3) all-carbon quaternary center of an oxindole was smoothly constructed by base-promoted indolone-malonate alkylation chemistry. The complementary relative stereochemistry of the crucial vicinal quaternary centers found in communesin F and perophoramidine was selectively installed by substrate-controlled decarboxylative allylic alkylations.
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spelling pubmed-40687772015-06-09 A Diastereodivergent Synthetic Strategy for the Syntheses of Communesin F and Perophoramidine Han, Seo-Jung Vogt, Florian Krishnan, Shyam May, Jeremy A. Gatti, Michele Virgil, Scott C. Stoltz, Brian M. Org Lett [Image: see text] An efficient, unified, and stereodivergent approach toward communesin F and perophoramidine was examined. The C(3) all-carbon quaternary center of an oxindole was smoothly constructed by base-promoted indolone-malonate alkylation chemistry. The complementary relative stereochemistry of the crucial vicinal quaternary centers found in communesin F and perophoramidine was selectively installed by substrate-controlled decarboxylative allylic alkylations. American Chemical Society 2014-06-09 2014-06-20 /pmc/articles/PMC4068777/ /pubmed/24909760 http://dx.doi.org/10.1021/ol5013263 Text en Copyright © 2014 American Chemical Society Open Access on 06/09/2015
spellingShingle Han, Seo-Jung
Vogt, Florian
Krishnan, Shyam
May, Jeremy A.
Gatti, Michele
Virgil, Scott C.
Stoltz, Brian M.
A Diastereodivergent Synthetic Strategy for the Syntheses of Communesin F and Perophoramidine
title A Diastereodivergent Synthetic Strategy for the Syntheses of Communesin F and Perophoramidine
title_full A Diastereodivergent Synthetic Strategy for the Syntheses of Communesin F and Perophoramidine
title_fullStr A Diastereodivergent Synthetic Strategy for the Syntheses of Communesin F and Perophoramidine
title_full_unstemmed A Diastereodivergent Synthetic Strategy for the Syntheses of Communesin F and Perophoramidine
title_short A Diastereodivergent Synthetic Strategy for the Syntheses of Communesin F and Perophoramidine
title_sort diastereodivergent synthetic strategy for the syntheses of communesin f and perophoramidine
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4068777/
https://www.ncbi.nlm.nih.gov/pubmed/24909760
http://dx.doi.org/10.1021/ol5013263
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