Journal
ORGANIC LETTERS
Volume 6, Issue 6, Pages 977-980Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0400037
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[GRAPHICS] Stereospecific synthesis of the pair of natural macrolides, trans- and cis-resorcylide, was performed using ring-closing metathesis on dienes 3 and 4, which lack or feature an intramolecular H-bond, respectively. An effective Stille carbonylative coupling of benzyl chlorides 11 and 15 was employed for their preparation. The influence of intramolecular H-bonding on the interconversions of resorcylides was also studied.
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