Effect of amines on the selective bromination of some β-substituted-2- butenoic esters

Masahisa Nakada, Ei Ichi Kojima, Hidehiro Ichinose

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The effect of amines on the selective bromination of some β- substituted-2-butenoic esters is described. The bromination of methyl (Z)4-t- butyldiphenylsilyloxy-3-methylbutenoate 2 in the presence of DIPEA (N, N- diisopropylethylamine) and the successive treatment of the obtained dibromide with potassium t-butoxide afford the desired Z bromide selectively. But the corresponding E bromide forms exclusively when 2, 6-di-t-butyl-4- methylpyridine is used in the bromination.

Original languageEnglish
Pages (from-to)863-868
Number of pages6
JournalSynthetic Communications
Volume30
Issue number5
DOIs
Publication statusPublished - 2000 Jan 1
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Effect of amines on the selective bromination of some β-substituted-2- butenoic esters'. Together they form a unique fingerprint.

  • Cite this