Synthesis of 2,3,5,6-tetrahydro-1-alkyl/aryl-1H-benzo[f]chromen-3-ol derivatives from β-tetralones and α,β-unsaturated aldehydes

Jung Hsuan Chen, Chihliang Chang, Hui Ju Chang, Kwunmin Chen

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Organocatalytic domino Michael-hemiacetalization of β-tetralones with α,β-unsaturated aldehydes is presented. Treatment of β-tetralones with α,β-unsaturated aldehydes in the presence of diphenylprolinol silyl ether gave 2,3,5,6-tetrahydro-1-alkyl/aryl-1H-benzo[f] chromen-3-ol derivatives with high to excellent chemical yields (50-99%) and high levels of enantioselectivities (up to 96% ee).

Original languageEnglish
Pages (from-to)7510-7516
Number of pages7
JournalOrganic and Biomolecular Chemistry
Volume9
Issue number21
DOIs
Publication statusPublished - 2011 Nov 7

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Tetralones
aldehydes
Aldehydes
Derivatives
Enantioselectivity
synthesis
ethers

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Synthesis of 2,3,5,6-tetrahydro-1-alkyl/aryl-1H-benzo[f]chromen-3-ol derivatives from β-tetralones and α,β-unsaturated aldehydes. / Chen, Jung Hsuan; Chang, Chihliang; Chang, Hui Ju; Chen, Kwunmin.

In: Organic and Biomolecular Chemistry, Vol. 9, No. 21, 07.11.2011, p. 7510-7516.

Research output: Contribution to journalArticle

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