The Journal of organic chemistry

Efficient generation of a trisporoid library by combination of synthesis and biotransformation

D Schachtschabel, W Boland

Index: Schachtschabel, Doreen; Boland, Wilhelm Journal of Organic Chemistry, 2007 , vol. 72, # 4 p. 1366 - 1372

Full Text: HTML

Citation Number: 29

Abstract

Trisporic acids and their biosynthetic precursors represent a family of powerful fungal pheromones and morphogenetic factors. A highly flexible synthetic protocol is described that (i) provides rapid access to nonfunctionalized early trisporoids from β-ionone,(ii) includes a regiospecific oxidative functionalization of β-ionone leading to 1-acetoxy-β-ionone giving access to functionalized trisporoids, and (iii) utilizes a biotransformation of early synthetic ...