[1,5]-Anion Relay/[2,3]-Wittig Rearrangement of 3,3-Bis(silyl) Allyl Enol Ethers: Synthesis of Useful Vinyl Bis(silane) Species

[1,5]-Anion Relay/[2,3]-Wittig Rearrangement of 3,3-Bis(silyl) Allyl Enol Ethers: Synthesis of Useful Vinyl Bis(silane) Species

The [1,5]-anion relay/[2,3]-Wittig rearrangement of 3,3-bis(silyl) enol allyl ethers has been developed. This reaction provides an efficient method to synthesize versatile vinyl bissilanes, which can be transformed into trisubstituted vinylsilanes through a [1,4]-Brook rearrangement/alkylation proto...

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Veröffentlicht in:Organic letters 2012-02, Vol.14 (4), p.1094-1097
Hauptverfasser: Sun, Xianwei, Lei, Jian, Sun, Changzhen, Song, Zhenlei, Yan, Linjie
Format: Artikel
Sprache:eng
Schlagworte:
Anions - chemistry
Cyclization
Ethers - chemistry
Molecular Structure
Silanes - chemical synthesis
Vinyl Compounds - chemical synthesis
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Zusammenfassung:The [1,5]-anion relay/[2,3]-Wittig rearrangement of 3,3-bis(silyl) enol allyl ethers has been developed. This reaction provides an efficient method to synthesize versatile vinyl bissilanes, which can be transformed into trisubstituted vinylsilanes through a [1,4]-Brook rearrangement/alkylation protocol using a wide range of electrophiles.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol300004b