Studies on the total synthesis of (-)-CP-263,114.
Alkoxyl radicals have a wide range of applications in organic synthesis due to their remarkable chemical properties in molecular transformation. The present study shows two types of alkoxyl radicals (primary vs tertiary) to selectively undergo dehydrogenation and beta-scission to give rise to key structural elements of (-)-CP-263,114 (1). By alkoxyl radical transformation followed by installation of the C19-C25 (CP numbering) side chain and the bridged bisacetal unit, the functionalized CP precursor 2 was obtained.
Yoshimitsu
Takehiko
T
Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan. takey@my-pharm.ac.jp
Sasaki
Shuji
S
Arano
Yoshimasa
Y
Nagaoka
Hiroto
H
D009682:Magnetic Resonance Spectroscopy; D008299:Maleic Anhydrides / Q000138:chemical synthesis* / Q000737:chemistry
C104957:CP 263114; D008299:Maleic Anhydrides