Total synthesis of (±)-decursivine via BINOL-phosphoric acid catalyzed tandem oxidative cyclization

Abstract The synthesis of tetracyclic indole alkaloid (±)-decursivine was accomplished using BINOL-phosphoric acid catalyzed tandem oxidative cyclization as a key step with (bis(trifluoroacetoxy)iodo)benzene (PIFA) as an oxidizing agent. This represents one of the shortest and highest yielding route...

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Autores principales:	Prakash T. Parvatkar, Eugene S. Smotkin, Roman Manetsch
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2021
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/bf284895493142748f0f1223c362b9fa
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spelling	oai:doaj.org-article:bf284895493142748f0f1223c362b9fa2021-12-02T19:16:14ZTotal synthesis of (±)-decursivine via BINOL-phosphoric acid catalyzed tandem oxidative cyclization10.1038/s41598-021-99064-82045-2322https://doaj.org/article/bf284895493142748f0f1223c362b9fa2021-10-01T00:00:00Zhttps://doi.org/10.1038/s41598-021-99064-8https://doaj.org/toc/2045-2322Abstract The synthesis of tetracyclic indole alkaloid (±)-decursivine was accomplished using BINOL-phosphoric acid catalyzed tandem oxidative cyclization as a key step with (bis(trifluoroacetoxy)iodo)benzene (PIFA) as an oxidizing agent. This represents one of the shortest and highest yielding routes for the synthesis of (±)-decursivine from readily available starting materials.Prakash T. ParvatkarEugene S. SmotkinRoman ManetschNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 11, Iss 1, Pp 1-7 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Prakash T. Parvatkar Eugene S. Smotkin Roman Manetsch Total synthesis of (±)-decursivine via BINOL-phosphoric acid catalyzed tandem oxidative cyclization
description	Abstract The synthesis of tetracyclic indole alkaloid (±)-decursivine was accomplished using BINOL-phosphoric acid catalyzed tandem oxidative cyclization as a key step with (bis(trifluoroacetoxy)iodo)benzene (PIFA) as an oxidizing agent. This represents one of the shortest and highest yielding routes for the synthesis of (±)-decursivine from readily available starting materials.
format	article
author	Prakash T. Parvatkar Eugene S. Smotkin Roman Manetsch
author_facet	Prakash T. Parvatkar Eugene S. Smotkin Roman Manetsch
author_sort	Prakash T. Parvatkar
title	Total synthesis of (±)-decursivine via BINOL-phosphoric acid catalyzed tandem oxidative cyclization
title_short	Total synthesis of (±)-decursivine via BINOL-phosphoric acid catalyzed tandem oxidative cyclization
title_full	Total synthesis of (±)-decursivine via BINOL-phosphoric acid catalyzed tandem oxidative cyclization
title_fullStr	Total synthesis of (±)-decursivine via BINOL-phosphoric acid catalyzed tandem oxidative cyclization
title_full_unstemmed	Total synthesis of (±)-decursivine via BINOL-phosphoric acid catalyzed tandem oxidative cyclization
title_sort	total synthesis of (±)-decursivine via binol-phosphoric acid catalyzed tandem oxidative cyclization
publisher	Nature Portfolio
publishDate	2021
url	https://doaj.org/article/bf284895493142748f0f1223c362b9fa
work_keys_str_mv	AT prakashtparvatkar totalsynthesisofdecursivineviabinolphosphoricacidcatalyzedtandemoxidativecyclization AT eugenessmotkin totalsynthesisofdecursivineviabinolphosphoricacidcatalyzedtandemoxidativecyclization AT romanmanetsch totalsynthesisofdecursivineviabinolphosphoricacidcatalyzedtandemoxidativecyclization
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Total synthesis of (±)-decursivine via BINOL-phosphoric acid catalyzed tandem oxidative cyclization

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