A radical cyclization route to collum's key intermediate for (+)-phyllantocin: annulated furanoses via radical cyclizations
Abstract
Radical cyclizations of the ω-iodoaldehyde (6), ω-iodonitrile (5), and ω-iodo-α,β-unsaturated ester (9) afford approximately 55, 2, and 80% yields, respectively, of cyclohexanofuranoses; these products are readily formed from the ester cyclizations, providing a key intermediate in Collum's synthesis of phyllanthocin.