Estramicins: a novel cyclic diyl precursor derived from estradiol

✍ Scribed by Christel Meert; Jing Wang; Pierre J. De Clercq

• Book ID: 104256646
• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 297 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)00276-1

✦ Synopsis

The estradiol derived ynone 2 is obtained via a 13 step sequence starting from estrone. One of the key-steps involves the addition to estrone derivative 3 of the lithio derivative 8. Obtention of the latter in enantiomericaUy pure form involves the lipase mediated kinetic resolution of racemic alcohol (+) 5. The triethylamine induced elimination of dimesylate 15 leads to the Bergman precursor 16, the cyclization of which at 25°C is estimated at h/2 = 20 min.