Total synthesis of (+/-)-syn-copalol.

Hiroaki Toshima, Hideaki Oikawa, Hiroshi Yada, Hiroshi Ono, Tomonobu Toyomasu, Takeshi Sassa

Department of Bioresource Science, College of Agriculture, Ibaraki University, Ami-machi, Inashiki-gun, Ibaraki 300-0393, Japan. toshima@ipc.ibaraki.ac.jp

Bioscience, biotechnology, and biochemistry 2002 Nov

filter terms:

The labdane diterpene derivative, syn-copalol [(+)-5] is the alcohol part of syn-copalyl diphosphate [(+)-4]. In this paper, racemic (+/-)-5 was synthesized from a known racemic lactone in 8 steps. The current and our previous syntheses provide all four copalol derivatives [(+)-3, (-)-3 and (+/-)-5] which are required for the biosynthetic study of polycyclic diterpenes.

Citation

Hiroaki Toshima, Hideaki Oikawa, Hiroshi Yada, Hiroshi Ono, Tomonobu Toyomasu, Takeshi Sassa. Total synthesis of (+/-)-syn-copalol. Bioscience, biotechnology, and biochemistry. 2002 Nov;66(11):2504-10