Wittig Olefination between Phosphine, Aldehyde, and Allylic Carbonate: A General Method for Stereoselective Synthesis of Trisubstituted 1,3-Dienes with Highly Variable Substituents

A clean and salt-free Wittig olefination between phosphines, aldehydes, and allylic carbonates is described. It represents a general method for convenient and efficient synthesis of 1,2,4-trisubstituted 1,3-dienes from readily available starting materials. This method exhibits high synthetic efficie...

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Bibliographic Details
Published inOrganic letters Vol. 12; no. 5; pp. 976 - 979
Main Authors Zhou, Rong, Wang, Chunzhang, Song, Haibin, He, Zhengjie
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 05.03.2010
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ENYNE METATHESIS
DIASTEREOSELECTIVE SYNTHESIS
SELECTIVE OLEFINATION
CONJUGATED DIENES
REACTIVITY
INTERNAL ALKYNES
EFFICIENT
PHOSPHORANES
ANNULATION REACTION
YLIDE
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Summary:A clean and salt-free Wittig olefination between phosphines, aldehydes, and allylic carbonates is described. It represents a general method for convenient and efficient synthesis of 1,2,4-trisubstituted 1,3-dienes from readily available starting materials. This method exhibits high synthetic efficiency, high stereoselectivity, and high variability of substituent.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol902956y