Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxyand 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...

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Main Authors: Renato Noto, Paolo Lo Meo, Michelangelo Gruttadauria, Carmela Aprile, Serena Riela
Format: Article
Language:English
Published: MDPI AG 2005-02-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/10/2/383/
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author Renato Noto
Paolo Lo Meo
Michelangelo Gruttadauria
Carmela Aprile
Serena Riela
author_facet Renato Noto
Paolo Lo Meo
Michelangelo Gruttadauria
Carmela Aprile
Serena Riela
author_sort Renato Noto
collection DOAJ
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 doaj.art-851be70d3489429c82f61a99cfa3301c2022-12-22T00:02:15ZengMDPI AGMolecules1420-30492005-02-0110238339310.3390/10020383Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxyand Azido-Selenenylation ReactionsRenato NotoPaolo Lo MeoMichelangelo GruttadauriaCarmela AprileSerena RielaA 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.http://www.mdpi.com/1420-3049/10/2/383/Azidesdiolsseleniraniun ion.
spellingShingle Renato Noto
Paolo Lo Meo
Michelangelo Gruttadauria
Carmela Aprile
Serena Riela
Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxyand Azido-Selenenylation Reactions
Molecules
Azides
diols
seleniraniun ion.
title Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxyand Azido-Selenenylation Reactions
title_full Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxyand Azido-Selenenylation Reactions
title_fullStr Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxyand Azido-Selenenylation Reactions
title_full_unstemmed Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxyand Azido-Selenenylation Reactions
title_short Diastereoselective Synthesis of 2-Phenylselenenyl-1,3-anti-Diols and 2-Phenylselenenyl-1,3-anti-Azido-Alcohols via Hydroxyand Azido-Selenenylation Reactions
title_sort diastereoselective synthesis of 2 phenylselenenyl 1 3 anti diols and 2 phenylselenenyl 1 3 anti azido alcohols via hydroxyand azido selenenylation reactions
topic Azides
diols
seleniraniun ion.
url http://www.mdpi.com/1420-3049/10/2/383/
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