849411-90-1Relevant articles and documents
Total synthesis of natural (+)-(2′S,3′R)-zoapatanol
Taillier, Catherine,Bellosta, Veronique,Cossy, Janine
, p. 2149 - 2151 (2004)
(+)-Zoapatanol was synthesized by using four key-steps: a Suzuki cross-coupling to prepare a (Z)-α,β-unsaturated ester followed by an enantioselective dihydroxylation to control the C2′ and C3′ stereocenters, an intramolecular Horner-Wadsworth-Emmons olefination to construct the oxepane ring, and a chemoselective nucleophilic addition/Birch reduction process of a Weinreb amide to introduce simultaneously the β,γ-unsaturated ketone on the side-chain and regenerate alcohols from benzyl ethers.