Abstract:Av ery conciset otal synthesis of (+ +)-brefeldin C starting from 2-furanylcyclopentene is described. This approach is based on an unprecedented enantioselective radical hydroalkynylation process to introduce the two cyclopentanes tereocenters in as ingle step. The use of a furan substituent allows ah igh trans diastereoselectivity to be achieved duringt he radicalp rocess and it contains the four carbona toms C1-C4 of the natural product in an oxidation state closely relatedt ot he one of the target molecule.… Show more
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