Reductive Generation of Aldehyde Metal Enolate from Ketene. A One-Flask Process to 1,1,2-and 1,2,2-Trisubstituted Dihydronaphthalenes from 1- and 2-Naphthalenecarboxylates

Kiyoshi Tomioka, Mitsuru Shindo, Kenji Koga

研究成果: Contribution to journalArticle査読

40 被引用数 (Scopus)

抄録

Successive treatment of 2,6-di-fert-buty1-4-(methoxypheny1)-1- and -2-naphthalenecarboxylates (BHAesters) (1, 2) with organolithium in THE, lithium triethylborohydride in refluxing THE, methyl iodide-HMPA, and finally sodium borohydride in MeOH provided regioand stereoselectively 1,1,2- and 1,2,2-trisubstituted dihydronaphthalenes (3, 4), respectively, in good yields. This one-flask process is constituted from a sequence of five reactions involving reductive generation of aldehyde metal enolate from ketene as a key step.

本文言語英語
ページ(範囲)2276-2277
ページ数2
ジャーナルJournal of Organic Chemistry
55
8
DOI
出版ステータス出版済み - 1990
外部発表はい

All Science Journal Classification (ASJC) codes

  • 有機化学

フィンガープリント

「Reductive Generation of Aldehyde Metal Enolate from Ketene. A One-Flask Process to 1,1,2-and 1,2,2-Trisubstituted Dihydronaphthalenes from 1- and 2-Naphthalenecarboxylates」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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