First synthesis of astilbin, biologically active glycosyl flavonoid isolated from Chinese folk medicine

✍ Scribed by Ken Ohmori; Hiroki Ohrui; Keisuke Suzuki

• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 253 KB
• Volume: 41
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)00826-1

✦ Synopsis

A synthetic route to a biologically active glycosyl ¯avonoid, astilbin (1), was developed. The tetra-benzyl ether 4, derived from (+)-catechin, was glycosylated with the l-rhamnosyl donor 10 by using Cp 2 HfCl 2 ± AgClO 4 , and subsequent oxidation of the C(4) position of the ¯avan skeleton followed by deprotection gave 1.