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A short synthesis of (±)-cherylline dimethyl ether

A synthesis of (±)-cherylline dimethyl ether is reported. The key steps involved are Michael-type addition, radical azidonation of an aldehyde, Curtius rearrangement, and reduction of an isocyanate intermediate followed by Pictet–Spengler cyclization.

Detalles Bibliográficos
Autores principales: Kale, Bhima Y, Shinde, Ananta D, Sonar, Swapnil S, Shingate, Bapurao B, Kumar, Sanjeev, Ghosh, Samir, Venugopal, Soodamani, Shingare, Murlidhar S
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2839523/
https://www.ncbi.nlm.nih.gov/pubmed/20300502
http://dx.doi.org/10.3762/bjoc.5.80
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author Kale, Bhima Y
Shinde, Ananta D
Sonar, Swapnil S
Shingate, Bapurao B
Kumar, Sanjeev
Ghosh, Samir
Venugopal, Soodamani
Shingare, Murlidhar S
author_facet Kale, Bhima Y
Shinde, Ananta D
Sonar, Swapnil S
Shingate, Bapurao B
Kumar, Sanjeev
Ghosh, Samir
Venugopal, Soodamani
Shingare, Murlidhar S
author_sort Kale, Bhima Y
collection PubMed
description A synthesis of (±)-cherylline dimethyl ether is reported. The key steps involved are Michael-type addition, radical azidonation of an aldehyde, Curtius rearrangement, and reduction of an isocyanate intermediate followed by Pictet–Spengler cyclization.
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spelling pubmed-28395232010-03-17 A short synthesis of (±)-cherylline dimethyl ether Kale, Bhima Y Shinde, Ananta D Sonar, Swapnil S Shingate, Bapurao B Kumar, Sanjeev Ghosh, Samir Venugopal, Soodamani Shingare, Murlidhar S Beilstein J Org Chem Full Research Paper A synthesis of (±)-cherylline dimethyl ether is reported. The key steps involved are Michael-type addition, radical azidonation of an aldehyde, Curtius rearrangement, and reduction of an isocyanate intermediate followed by Pictet–Spengler cyclization. Beilstein-Institut 2009-12-16 /pmc/articles/PMC2839523/ /pubmed/20300502 http://dx.doi.org/10.3762/bjoc.5.80 Text en Copyright © 2009, Kale et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Kale, Bhima Y
Shinde, Ananta D
Sonar, Swapnil S
Shingate, Bapurao B
Kumar, Sanjeev
Ghosh, Samir
Venugopal, Soodamani
Shingare, Murlidhar S
A short synthesis of (±)-cherylline dimethyl ether
title A short synthesis of (±)-cherylline dimethyl ether
title_full A short synthesis of (±)-cherylline dimethyl ether
title_fullStr A short synthesis of (±)-cherylline dimethyl ether
title_full_unstemmed A short synthesis of (±)-cherylline dimethyl ether
title_short A short synthesis of (±)-cherylline dimethyl ether
title_sort short synthesis of (±)-cherylline dimethyl ether
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2839523/
https://www.ncbi.nlm.nih.gov/pubmed/20300502
http://dx.doi.org/10.3762/bjoc.5.80
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