Approach to the functionalized cyclopentane core of marine prostanoids by applying a radical cyclization of β-disubstituted acrylates.
A synthetic approach to highly functionalized cyclopentanes that incorporate adjacent secondary and tertiary alcohols is described. These systems, prepared in one step by a ketyl radical cyclization of β-disubstituted acrylates, represent the core of the marine prostanoid family of natural products.
Australian Research Council Centre of Excellence for Free Radical Chemistry and Biotechnology, Australia.
Lisa P T
LP
Hong
Christopher
C
Chak
Christopher D
CD
Donner
D000179:Acrylates / Q000737:chemistry*; D000438:Alcohols / Q000737:chemistry; D059001:Aquatic Organisms / Q000737:chemistry; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D005609:Free Radicals / Q000737:chemistry; D008968:Molecular Conformation; D011453:Prostaglandins / Q000737:chemistry*; D013237:Stereoisomerism
D000179:Acrylates; D000438:Alcohols; D001688:Biological Products; D003517:Cyclopentanes; D005609:Free Radicals; D011453:Prostaglandins