Steroids, XLIV. Neighbouring group participation, XI. Decomposition of 2‐amidomethylene‐3‐hydroxysteroids

Irén Vincze, C. Somlai, G. Schneider

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

During reduction with sodium tetrahydroborate the 2‐[acetyl‐(alkyl)aminomethylene]‐3‐keto steroids 1aa, ba and 2aa – ca undergo transformation into the 2,4‐diene‐2‐aldehydes 5a and 6, respectively. These compounds are the decomposition products of the cyclic orthoester amides of the type 4a, b, formed by NAc‐6 neighbouring group participation from the 3‐hydroxy derivative A, which cannot be isolated.

Original languageEnglish
Pages (from-to)1049-1052
Number of pages4
JournalLiebigs Annalen der Chemie
Volume1991
Issue number10
DOIs
Publication statusPublished - 1991

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Amides
Steroids
sodium borohydride

Keywords

  • Dienealdehydes
  • Neighbouring group participation
  • Steroids
  • α‐Hydroxyenamides

ASJC Scopus subject areas

  • Medicine(all)

Cite this

Steroids, XLIV. Neighbouring group participation, XI. Decomposition of 2‐amidomethylene‐3‐hydroxysteroids. / Vincze, Irén; Somlai, C.; Schneider, G.

In: Liebigs Annalen der Chemie, Vol. 1991, No. 10, 1991, p. 1049-1052.

Research output: Contribution to journalArticle

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