An easy and efficient synthesis of 3-nitrochromans

Ching-Fa Yao, Yeong Jiunn Jang, Ming Chung Yan

Research output: Contribution to journalArticle

32 Citations (Scopus)

Abstract

The reaction of nitro olefins reacted with (E)-(2-hydroxyphenyl)-1-nitroethylene in the presence of DABCO generates 3-nitrochroman with a high stereoselectivity. A possible reaction mechanism for the reaction and the transition states involved in producing the final product are proposed. The treatment of 3-nitrochromans with t-BuOK give alkenes.

Original languageEnglish
Pages (from-to)3813-3816
Number of pages4
JournalTetrahedron Letters
Volume44
Issue number19
DOIs
Publication statusPublished - 2003 May 5

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Alkenes
Stereoselectivity
triethylenediamine

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

An easy and efficient synthesis of 3-nitrochromans. / Yao, Ching-Fa; Jang, Yeong Jiunn; Yan, Ming Chung.

In: Tetrahedron Letters, Vol. 44, No. 19, 05.05.2003, p. 3813-3816.

Research output: Contribution to journalArticle

Yao, Ching-Fa ; Jang, Yeong Jiunn ; Yan, Ming Chung. / An easy and efficient synthesis of 3-nitrochromans. In: Tetrahedron Letters. 2003 ; Vol. 44, No. 19. pp. 3813-3816.
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