Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxy- and Azido-Selenenylation Reactions

A method to synthesize 2-phenylselenenyl-1,3-anti-diols and 2-phenyl-selenenyl-1,3-anti-azidoalcohols via hydroxy- or azido-selenenylation of trans-allylic alcohols is reported. Moreover, the first example of hydroxyl-selenenylation of an allylic azide is presented. Yields ranging from moderate to g...

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Autores principales: Riela, Serena, Aprile, Carmela, Gruttadauria, Michelangelo, Lo Meo, Paolo, Noto, Renato
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2005
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6147631/
https://www.ncbi.nlm.nih.gov/pubmed/18007309
http://dx.doi.org/10.3390/10020383
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author Riela, Serena
Aprile, Carmela
Gruttadauria, Michelangelo
Lo Meo, Paolo
Noto, Renato
author_facet Riela, Serena
Aprile, Carmela
Gruttadauria, Michelangelo
Lo Meo, Paolo
Noto, Renato
author_sort Riela, Serena
collection PubMed
description A method to synthesize 2-phenylselenenyl-1,3-anti-diols and 2-phenyl-selenenyl-1,3-anti-azidoalcohols via hydroxy- or azido-selenenylation of trans-allylic alcohols is reported. Moreover, the first example of hydroxyl-selenenylation of an allylic azide is presented. Yields ranging from moderate to good and diastereomeric ratios up to 95:5 are achieved.
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spelling pubmed-61476312018-11-19 Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxy- and Azido-Selenenylation Reactions Riela, Serena Aprile, Carmela Gruttadauria, Michelangelo Lo Meo, Paolo Noto, Renato Molecules Article A method to synthesize 2-phenylselenenyl-1,3-anti-diols and 2-phenyl-selenenyl-1,3-anti-azidoalcohols via hydroxy- or azido-selenenylation of trans-allylic alcohols is reported. Moreover, the first example of hydroxyl-selenenylation of an allylic azide is presented. Yields ranging from moderate to good and diastereomeric ratios up to 95:5 are achieved. MDPI 2005-02-28 /pmc/articles/PMC6147631/ /pubmed/18007309 http://dx.doi.org/10.3390/10020383 Text en © 2005 by MDPI (http://www.mdpi.org). Reproduction is permitted for noncommercial purposes.
spellingShingle Article
Riela, Serena
Aprile, Carmela
Gruttadauria, Michelangelo
Lo Meo, Paolo
Noto, Renato
Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxy- and Azido-Selenenylation Reactions
title Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxy- and Azido-Selenenylation Reactions
title_full Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxy- and Azido-Selenenylation Reactions
title_fullStr Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxy- and Azido-Selenenylation Reactions
title_full_unstemmed Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxy- and Azido-Selenenylation Reactions
title_short Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxy- and Azido-Selenenylation Reactions
title_sort diastereoselective synthesis of 2-phenylselenenyl-1,3-anti-diols and 2-phenylselenenyl-1,3-anti-azido-alcohols via hydroxy- and azido-selenenylation reactions
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6147631/
https://www.ncbi.nlm.nih.gov/pubmed/18007309
http://dx.doi.org/10.3390/10020383
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