Oxazoles in organic chemistry. 2. Application to the synthesis of benzylisoquinoline alkaloids

Alan P. Kozikowski, Anthony Ames

Research output: Contribution to journalArticle

Abstract

A conceptually new route to the benzylisoquinoline alkaloids has been devised. The reaction of 2-lithiooxazoles with aromatic aldehydes to generate the thermodynamically favored 2-substituted oxazoles constitutes the key step in this process. A single-pot two carbon-carbon bond-joining reaction leading to an oxazoline suitable for further transformation to a phenethylamide is also described.

Original languageEnglish (US)
Pages (from-to)2548-2550
Number of pages3
JournalJournal of Organic Chemistry
Volume45
Issue number12
StatePublished - 1980
Externally publishedYes

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Benzylisoquinolines
Oxazoles
Alkaloids
Carbon
Aldehydes
Joining
Organic Chemistry

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Oxazoles in organic chemistry. 2. Application to the synthesis of benzylisoquinoline alkaloids. / Kozikowski, Alan P.; Ames, Anthony.

In: Journal of Organic Chemistry, Vol. 45, No. 12, 1980, p. 2548-2550.

Research output: Contribution to journalArticle

Kozikowski, Alan P. ; Ames, Anthony. / Oxazoles in organic chemistry. 2. Application to the synthesis of benzylisoquinoline alkaloids. In: Journal of Organic Chemistry. 1980 ; Vol. 45, No. 12. pp. 2548-2550.
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