One-pot and stereospecific synthesis of cis-1,2-diazides via mitsunobu reaction of epoxides

Goksu S., Secen H., SUTBEYAZ Y.

SYNTHESIS-STUTTGART, sa.16, ss.2373-2378, 2002 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Basım Tarihi: 2002
  • Doi Numarası: 10.1055/s-2002-35264
  • Dergi Adı: SYNTHESIS-STUTTGART
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2373-2378
  • Anahtar Kelimeler: Mitsunobu reaction, cis-1,2-diazides, trans-1,2-diazides, epoxides, trans-1,2-diols, DIETHYL-AZODICARBOXYLATE, OLEFINS, AZIDE, CHEMISTRY, ACID, TRIPHENYLPHOSPHINE, TRANSFORMATION, 1,2-DIAZIDES, CONVERSION, OXIDATION
  • Atatürk Üniversitesi Adresli: Evet

Özet

Mitsunobu reaction of epoxides using hydrazoic acid, diethylazodicarboxylate, and triphenylphosphine as reagents gave the corresponding cis-1,2-diazides in moderate yield. Application of similar reaction conditions to trans-diols furnished the corresponding trans-1,2-diazides.