A NOVEL SYNTHESIS OF CONDURITOL-C AND CONDURITOL-E VIA P-BENZOQUINONE
SYNTHETIC COMMUNICATIONS, cilt.22, sa.18, ss.2613-2619, 1992 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 22 Sayı: 18
- Basım Tarihi: 1992
- Doi Numarası: 10.1080/00397919208021660
- Dergi Adı: SYNTHETIC COMMUNICATIONS
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.2613-2619
- Atatürk Üniversitesi Adresli: Evet
Özet
A new and stereospecific synthesis for Conduritol-C 8 and Conduritol-E 13a has been developed starting from p-benzoquinone 1. 1,4-oxygen functionalities were introduced in both synthesis by the reduction of dibromo p-benzoquinone 2 with NaBH4. 2,3-oxygen functionalities were introduced by KMnO4 oxidation of 4 for Conduritol C 8. Oxidation of 3 with m-chloroperbenzoic acid gave 9. Acid-catalyzed ring opening reaction of 9 gave 10a which leads to Conduritol-E.