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Synthesis of side-chain oxysterols and their enantiomers through cross-metathesis reactions of Δ22 steroids

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&NA; A synthetic route that utilizes a cross‐metathesis reaction with &Dgr;22 steroids has been developed to prepare sterols with varying C‐27 side‐chains. Natural sterols containing hydroxyl groups at the 25… Click to show full abstract

&NA; A synthetic route that utilizes a cross‐metathesis reaction with &Dgr;22 steroids has been developed to prepare sterols with varying C‐27 side‐chains. Natural sterols containing hydroxyl groups at the 25 and (25R)‐26 positions were prepared. Enantiomers of cholesterol and (3&bgr;,25R)‐26‐hydroxycholesterol (27‐hydroxycholesterol) trideuterated at C‐19 were prepared for future biological studies. HighlightsSynthesis of oxysterol enantiomers.Cross‐metathesis reactions of &Dgr;22 steroids.Enantioselective synthesis.

Keywords: metathesis; enantiomers cross; metathesis reactions; cross metathesis; steroids synthesis; side

Journal Title: Steroids
Year Published: 2017

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