1,3-Dipolar cycloaddition approach to indolic aza-analogues of cephalotaxine

Miklós Nyerges, Mónika Rudas, I. Bitter, L. Tőke, Csaba Szántay

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

An indolic aza-analogue (14) of cephalotaxine has been prepared stereoselectively using 1,3 dipolar cycloaddition of azomethine ylide as a key step. The Pictet-Spengler reaction of the amine 10 resulted in the formation of an unusual heterocyclic product (11). The structure and stereochemistry of 11 and 14 were studied in detail by n.m.r. spectroscopic methods.

Original languageEnglish
Pages (from-to)3269-3280
Number of pages12
JournalTetrahedron
Volume53
Issue number9
DOIs
Publication statusPublished - Mar 3 1997

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Stereochemistry
Cycloaddition
Cycloaddition Reaction
Amines
cephalotaxine
azomethine

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

1,3-Dipolar cycloaddition approach to indolic aza-analogues of cephalotaxine. / Nyerges, Miklós; Rudas, Mónika; Bitter, I.; Tőke, L.; Szántay, Csaba.

In: Tetrahedron, Vol. 53, No. 9, 03.03.1997, p. 3269-3280.

Research output: Contribution to journalArticle

Nyerges, Miklós ; Rudas, Mónika ; Bitter, I. ; Tőke, L. ; Szántay, Csaba. / 1,3-Dipolar cycloaddition approach to indolic aza-analogues of cephalotaxine. In: Tetrahedron. 1997 ; Vol. 53, No. 9. pp. 3269-3280.
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