Total Synthesis of GEX1Q1, Assignment of C-5 Stereoconfiguration and Evaluation of Spliceosome Inhibitory Activity

[Image: see text] An enantioselective total synthesis of GEX1Q1 has been accomplished in a convergent manner. The C-5 asymmetric center has now been assigned through synthesis. GEX1Q1 displayed slightly better spliceosome inhibitory activity over its C-5 epimer. The salient features of this synthesi...

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Autores principales: Ghosh, Arun K., Ma, Nianchun, Effenberger, Kerstin A., Jurica, Melissa S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4051430/
https://www.ncbi.nlm.nih.gov/pubmed/24869489
http://dx.doi.org/10.1021/ol501345d
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author Ghosh, Arun K.
Ma, Nianchun
Effenberger, Kerstin A.
Jurica, Melissa S.
author_facet Ghosh, Arun K.
Ma, Nianchun
Effenberger, Kerstin A.
Jurica, Melissa S.
author_sort Ghosh, Arun K.
collection PubMed
description [Image: see text] An enantioselective total synthesis of GEX1Q1 has been accomplished in a convergent manner. The C-5 asymmetric center has now been assigned through synthesis. GEX1Q1 displayed slightly better spliceosome inhibitory activity over its C-5 epimer. The salient features of this synthesis include an asymmetric hetero-Diels–Alder reaction to construct the tetrahydropyran ring and a Suzuki cross-coupling to assemble the key segments.
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spelling pubmed-40514302015-05-28 Total Synthesis of GEX1Q1, Assignment of C-5 Stereoconfiguration and Evaluation of Spliceosome Inhibitory Activity Ghosh, Arun K. Ma, Nianchun Effenberger, Kerstin A. Jurica, Melissa S. Org Lett [Image: see text] An enantioselective total synthesis of GEX1Q1 has been accomplished in a convergent manner. The C-5 asymmetric center has now been assigned through synthesis. GEX1Q1 displayed slightly better spliceosome inhibitory activity over its C-5 epimer. The salient features of this synthesis include an asymmetric hetero-Diels–Alder reaction to construct the tetrahydropyran ring and a Suzuki cross-coupling to assemble the key segments. American Chemical Society 2014-05-28 2014-06-06 /pmc/articles/PMC4051430/ /pubmed/24869489 http://dx.doi.org/10.1021/ol501345d Text en Copyright © 2014 American Chemical Society
spellingShingle Ghosh, Arun K.
Ma, Nianchun
Effenberger, Kerstin A.
Jurica, Melissa S.
Total Synthesis of GEX1Q1, Assignment of C-5 Stereoconfiguration and Evaluation of Spliceosome Inhibitory Activity
title Total Synthesis of GEX1Q1, Assignment of C-5 Stereoconfiguration and Evaluation of Spliceosome Inhibitory Activity
title_full Total Synthesis of GEX1Q1, Assignment of C-5 Stereoconfiguration and Evaluation of Spliceosome Inhibitory Activity
title_fullStr Total Synthesis of GEX1Q1, Assignment of C-5 Stereoconfiguration and Evaluation of Spliceosome Inhibitory Activity
title_full_unstemmed Total Synthesis of GEX1Q1, Assignment of C-5 Stereoconfiguration and Evaluation of Spliceosome Inhibitory Activity
title_short Total Synthesis of GEX1Q1, Assignment of C-5 Stereoconfiguration and Evaluation of Spliceosome Inhibitory Activity
title_sort total synthesis of gex1q1, assignment of c-5 stereoconfiguration and evaluation of spliceosome inhibitory activity
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4051430/
https://www.ncbi.nlm.nih.gov/pubmed/24869489
http://dx.doi.org/10.1021/ol501345d
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