Synthesis of Multifunctional Alkenes from Substituted Acrylates and Aldehydes via Phosphine-Catalyzed Wittig Reaction

Yi Ling Tsai; Wenwei Lin

doi:10.1002/ajoc.201500251

Synthesis of Multifunctional Alkenes from Substituted Acrylates and Aldehydes via Phosphine-Catalyzed Wittig Reaction

Yi Ling Tsai, Wenwei Lin^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

23 Citations (Scopus)

Abstract

An efficient synthesis of multifunctional alkenes starting from substituted acrylates and aldehydes has been developed via phosphine-catalyzed Wittig reactions. The reactions proceed smoothly even under mild conditions (30-60°C) via a phosphine/phosphine oxide catalytic cycle using phenyl silane as the reducing agent. According to this simple protocol, the desired products are obtained in moderate to excellent yields as single stereoisomers.

Original language	English
Pages (from-to)	1040-1043
Number of pages	4
Journal	Asian Journal of Organic Chemistry
Volume	4
Issue number	10
DOIs	https://doi.org/10.1002/ajoc.201500251
Publication status	Published - 2015 Oct 1

Keywords

Acrylates
Alkenes
Wittig reaction
Ylides
Zwitterions

ASJC Scopus subject areas

Organic Chemistry

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10.1002/ajoc.201500251

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abstract = "An efficient synthesis of multifunctional alkenes starting from substituted acrylates and aldehydes has been developed via phosphine-catalyzed Wittig reactions. The reactions proceed smoothly even under mild conditions (30-60°C) via a phosphine/phosphine oxide catalytic cycle using phenyl silane as the reducing agent. According to this simple protocol, the desired products are obtained in moderate to excellent yields as single stereoisomers.",

keywords = "Acrylates, Alkenes, Wittig reaction, Ylides, Zwitterions",

author = "Tsai, {Yi Ling} and Wenwei Lin",

note = "Publisher Copyright: {\textcopyright} 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

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AU - Lin, Wenwei

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Y1 - 2015/10/1

N2 - An efficient synthesis of multifunctional alkenes starting from substituted acrylates and aldehydes has been developed via phosphine-catalyzed Wittig reactions. The reactions proceed smoothly even under mild conditions (30-60°C) via a phosphine/phosphine oxide catalytic cycle using phenyl silane as the reducing agent. According to this simple protocol, the desired products are obtained in moderate to excellent yields as single stereoisomers.

AB - An efficient synthesis of multifunctional alkenes starting from substituted acrylates and aldehydes has been developed via phosphine-catalyzed Wittig reactions. The reactions proceed smoothly even under mild conditions (30-60°C) via a phosphine/phosphine oxide catalytic cycle using phenyl silane as the reducing agent. According to this simple protocol, the desired products are obtained in moderate to excellent yields as single stereoisomers.

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KW - Alkenes

KW - Wittig reaction

KW - Ylides

KW - Zwitterions

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Synthesis of Multifunctional Alkenes from Substituted Acrylates and Aldehydes via Phosphine-Catalyzed Wittig Reaction

Abstract

Keywords

ASJC Scopus subject areas

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