A stereoselective synthesis of (–)-tetrahydrolipstatin
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Arun K. Ghosh and Chunfeng Liu
Abstract
A stereoselective synthesis of (–)-tetrahydrolipstatin has been accomplished utilizing olefin metathesis of an acrylate ester as the key step.
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Alkylation of the corresponding β-hydroxy ester containing an anti-δ-benzyloxy group proceeded with excellent diastereoselectivity (40∶1). [ref. 5(e)]. Thus, the stereochemistry of the remote alkoxy group has little influence on the stereochemical outcome of this alkylation process.
All new compounds gave satisfactory spectroscopic and analytical results.
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