A facile approach to the synthesis of allylic spiro ethers and lactones

Ming Chang P. Yeh, Yi Chin Lee, Tsao Ching Young

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Treatment of 3-[(alkoxycarbonyl)alkyl]-substituted conjugated cycloalkenones with diisobutylaluminum hydride at -78 °C followed by acid quenching furnishes spiro ethers, whereas the corresponding 3-(carboxyalkyl)- substituted cycloalkenones generate spiro lactones upon reaction with sodium borohydride at 30 °C followed by acid quenching.

Original languageEnglish
Pages (from-to)3621-3624
Number of pages4
JournalSynthesis
Issue number21
DOIs
Publication statusPublished - 2006 Nov 3

Fingerprint

Ethers
Lactones
Quenching
Acids
Hydrides
Sodium
diisobutylaluminum
sodium borohydride

Keywords

  • Enones
  • Heterocycles
  • Lactones
  • Spiro compounds

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

A facile approach to the synthesis of allylic spiro ethers and lactones. / Yeh, Ming Chang P.; Lee, Yi Chin; Young, Tsao Ching.

In: Synthesis, No. 21, 03.11.2006, p. 3621-3624.

Research output: Contribution to journalArticle

Yeh, Ming Chang P. ; Lee, Yi Chin ; Young, Tsao Ching. / A facile approach to the synthesis of allylic spiro ethers and lactones. In: Synthesis. 2006 ; No. 21. pp. 3621-3624.
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