Synthesis of 1,3-Bis(diphenylphosphinoyl)alkanes via Double Addition of Diphenylphosphine to α,β-Unsaturated Carbonyl Compounds: Sequential 1,4- and 1,2-Addition Promoted by NbCl 5 -BF 3 ·OEt

Takeshi Hashimoto, Hideki Maeta, Takashi Matsumoto, Mitsuo Morooka, Shigeru Ohba, Keisuke Suzuki

研究成果: Article査読

13 被引用数 (Scopus)

抄録

Lewis acid-promoted double addition of diphenylphosphine to various α,β-unsaturated aldehydes and ketones is described. By utilizing niobium(V) chloride and diethyl etherboron trifluoride complex (stoichiometric), the reaction provides the monooxides of 1,3-bis(diphenylphosphino)alkane, which were oxidatively worked up to yield the corresponding bisoxides 1-6 in high yields. The reaction of diphenylphosphine with 2-cyclohexenone afforded trans-1,3-bis(diphenylphosphinoyl)-cyclohexane (6) as the sole isolable product. The relative stereochemistry of 6 was rigorously determined by X-ray crystallography.

本文言語English
ページ(範囲)340-342
ページ数3
ジャーナルSynlett
1992
4
DOI
出版ステータスPublished - 1992 4月
外部発表はい

ASJC Scopus subject areas

  • 有機化学

フィンガープリント

「Synthesis of 1,3-Bis(diphenylphosphinoyl)alkanes via Double Addition of Diphenylphosphine to α,β-Unsaturated Carbonyl Compounds: Sequential 1,4- and 1,2-Addition Promoted by NbCl 5 -BF 3 ·OEt」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

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