Preparation of tert-alkyl azides from tertiary alcohols by way of benzoquinone-mediated oxidation-reduction condensation

Kiichi Kuroda, Nobuya Kaneko, Yujiro Hayashi, Teruaki Mukaiyama

研究成果: Article査読

8 被引用数 (Scopus)

抄録

A novel method for the preparation of alkyl azides from alcohols by way of oxidation-reduction condensation is described. According to this reaction, the sterically hindered tert-alkyl phosphinites that are prepared from the corresponding alcohols are converted into tert-alkyl azides with almost complete inversions of their stereochemistries. On treatment with LiAlH4 the obtained alkyl azides are then successfully reduced to afford the corresponding amines in good yields, thus, a versatile method for the preparation of chiral amines from the corresponding chiral alcohols was established.

本文言語English
ページ(範囲)1432-1433
ページ数2
ジャーナルChemistry Letters
35
12
DOI
出版ステータスPublished - 2006 12月 5
外部発表はい

ASJC Scopus subject areas

  • 化学 (全般)

フィンガープリント

「Preparation of tert-alkyl azides from tertiary alcohols by way of benzoquinone-mediated oxidation-reduction condensation」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。

引用スタイル