Synthesis of α-Substituted Enoximes with Nucleophiles via Nitrosoallenes

Hiroki Tanimoto*, Keiichi Yokoyama, Yusuke Mizutani, Takashi Shitaoka, Tsumoru Morimoto, Yasuhiro Nishiyama, Kiyomi Kakiuchi

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

Abstract

This paper reports nitrosoallene-mediated synthesis of α-substituted enoximes. Nucleophilic substitution of nitrosoallenes, a novel chemical species prepared from allenyl N-hydroxysulfonamides, afforded α-functionalized enoximes. Introduction of various nucleophiles proceeded smoothly to form C-N, C-O, C-S, C-F, and C-C bonds in the presence of azodicarboxylates.

Original languageEnglish
Pages (from-to)559-574
Number of pages16
JournalJournal of Organic Chemistry
Volume81
Issue number2
DOIs
StatePublished - 2016/01/15

ASJC Scopus subject areas

  • Organic Chemistry

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