Instant-Ylid: ein lagerfähiges und gebrauchsfertiges Wittig-Reagenz

Mixtures prepared from alkyltriphenylphosphonium bromides and powdered sodium amide can be stored indefinitely. Upon addition of an ethereal solvent, however, they immediately generate the ylide which then may be reacted with aldehydes, ketones or formiates. The use of such “instant-ylid” mixtures...

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Main Authors: Manfred Schlosser, Bruno Schaub
Format: Article
Language:deu
Published: Swiss Chemical Society 1982-10-01
Series:CHIMIA
Online Access:https://www.chimia.ch/chimia/article/view/9569
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author Manfred Schlosser
Bruno Schaub
author_facet Manfred Schlosser
Bruno Schaub
author_sort Manfred Schlosser
collection DOAJ
description Mixtures prepared from alkyltriphenylphosphonium bromides and powdered sodium amide can be stored indefinitely. Upon addition of an ethereal solvent, however, they immediately generate the ylide which then may be reacted with aldehydes, ketones or formiates. The use of such “instant-ylid” mixtures offers distinct advantages over conventional Wittig procedures: optimum yields (even with enolisable ketones), highest cis/trans-ratios, largest range of applicability, shortest reaction times and easiest handling.
format Article
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institution OA Journals
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2673-2424
language deu
publishDate 1982-10-01
publisher Swiss Chemical Society
record_format Article
series CHIMIA
spelling doaj-art-e409f8ddcc964fb3afdd96d4694839a42025-08-20T02:20:26ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241982-10-01361010.2533/chimia.1982.396Instant-Ylid: ein lagerfähiges und gebrauchsfertiges Wittig-ReagenzManfred Schlosser0Bruno Schaub1Institut de Chimie organique de l’Université, Rue de la Barre 2, CH-1005 LausanneInstitut de Chimie organique de l’Université, Rue de la Barre 2, CH-1005 Lausanne Mixtures prepared from alkyltriphenylphosphonium bromides and powdered sodium amide can be stored indefinitely. Upon addition of an ethereal solvent, however, they immediately generate the ylide which then may be reacted with aldehydes, ketones or formiates. The use of such “instant-ylid” mixtures offers distinct advantages over conventional Wittig procedures: optimum yields (even with enolisable ketones), highest cis/trans-ratios, largest range of applicability, shortest reaction times and easiest handling. https://www.chimia.ch/chimia/article/view/9569
spellingShingle Manfred Schlosser
Bruno Schaub
Instant-Ylid: ein lagerfähiges und gebrauchsfertiges Wittig-Reagenz
CHIMIA
title Instant-Ylid: ein lagerfähiges und gebrauchsfertiges Wittig-Reagenz
title_full Instant-Ylid: ein lagerfähiges und gebrauchsfertiges Wittig-Reagenz
title_fullStr Instant-Ylid: ein lagerfähiges und gebrauchsfertiges Wittig-Reagenz
title_full_unstemmed Instant-Ylid: ein lagerfähiges und gebrauchsfertiges Wittig-Reagenz
title_short Instant-Ylid: ein lagerfähiges und gebrauchsfertiges Wittig-Reagenz
title_sort instant ylid ein lagerfahiges und gebrauchsfertiges wittig reagenz
url https://www.chimia.ch/chimia/article/view/9569
work_keys_str_mv AT manfredschlosser instantylideinlagerfahigesundgebrauchsfertigeswittigreagenz
AT brunoschaub instantylideinlagerfahigesundgebrauchsfertigeswittigreagenz