Flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactions

A synthesis of anthracycline aglycone derivatives is described. The key step utilizes a powerful domino carbopalladation approach and subsequent ring closure. During this process two of the four rings of the anthracycline scaffold are formed. Differently substituted carbohydrates and dialkyne chains...

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Main Authors: Markus Leibeling, Daniel B. Werz
Format: Article
Language:English
Published: Beilstein-Institut 2013-10-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.9.258
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author Markus Leibeling
Daniel B. Werz
author_facet Markus Leibeling
Daniel B. Werz
author_sort Markus Leibeling
collection DOAJ
description A synthesis of anthracycline aglycone derivatives is described. The key step utilizes a powerful domino carbopalladation approach and subsequent ring closure. During this process two of the four rings of the anthracycline scaffold are formed. Differently substituted carbohydrates and dialkyne chains serve as versatile and simple starting materials for the reaction sequence. Diverse building blocks lead to a variety of different products and a broad range of structural diversity.
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spelling doaj.art-31bb63620fb54f219db4628f08139ec22022-12-21T18:13:56ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972013-10-01912194220110.3762/bjoc.9.2581860-5397-9-258Flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactionsMarkus Leibeling0Daniel B. Werz1Institut für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig, GermanyInstitut für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig, GermanyA synthesis of anthracycline aglycone derivatives is described. The key step utilizes a powerful domino carbopalladation approach and subsequent ring closure. During this process two of the four rings of the anthracycline scaffold are formed. Differently substituted carbohydrates and dialkyne chains serve as versatile and simple starting materials for the reaction sequence. Diverse building blocks lead to a variety of different products and a broad range of structural diversity.https://doi.org/10.3762/bjoc.9.258anthracyclinescarbohydratescarbopalladationcatalysisdomino reactionnatural products
spellingShingle Markus Leibeling
Daniel B. Werz
Flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactions
Beilstein Journal of Organic Chemistry
anthracyclines
carbohydrates
carbopalladation
catalysis
domino reaction
natural products
title Flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactions
title_full Flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactions
title_fullStr Flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactions
title_full_unstemmed Flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactions
title_short Flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactions
title_sort flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactions
topic anthracyclines
carbohydrates
carbopalladation
catalysis
domino reaction
natural products
url https://doi.org/10.3762/bjoc.9.258
work_keys_str_mv AT markusleibeling flexiblesynthesisofanthracyclineaglyconemimicsviadominocarbopalladationreactions
AT danielbwerz flexiblesynthesisofanthracyclineaglyconemimicsviadominocarbopalladationreactions