Synthetic route for racemic synthesis of <i>Trans</i>-(1R,S,3R,S)-2-methylene-1,3-dithiane-1,3-dioxide and reactivity with N-carbethoxy-1,2-dihydropyridine as a dienophile


Gültekin Z., BAYRAK H., Frey W.

ASIAN JOURNAL OF CHEMISTRY, vol.18, no.2, pp.1474-1480, 2006 (SCI-Expanded, Scopus) identifier

  • Publication Type: Article / Article
  • Volume: 18 Issue: 2
  • Publication Date: 2006
  • Journal Name: ASIAN JOURNAL OF CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1474-1480
  • Karadeniz Technical University Affiliated: No

Abstract

Trans-(1R,S, 3R,S)-2-methylene- 1,3-dithiane- 1,3-dioxide has been prepared in 22% yield in three steps and cycloaddition of (4a) with N-carbethoxy-1,2-dihydropyridine gave a moderate diastereoselective (76 : 24) in 20% yield. All the major compounds (4b) and (7a) were determined by X-ray analysis.