Strain-driven direct cross-aldol and -ketol reactions of four-membered heterocyclic ketones

Zoltán Dobi, Tamás Holczbauer, Tibor Soós

Research output: Article

5 Citations (Scopus)

Abstract

Owing to the ring strain and α-heteroatom effect, the four-membered heterocyclic ketones can undergo direct cross-aldol and -ketol reactions without the need for preformed enol or "enolate-like" intermediates. Besides the organocatalyzed cross-ketol addition onto their highly active carbonyl group, their ability to act as a nucleophilic donor has also been explored. As a result, a number of discrete aldol adducts were synthesized and the distinct reactivities were successfully combined into a double-aldol one-pot reaction.

Original languageEnglish
Pages (from-to)2634-2637
Number of pages4
JournalOrganic Letters
Volume17
Issue number11
DOIs
Publication statusPublished - jún. 5 2015

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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