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        Synthesis 1987; 1987(8): 696-700
DOI: 10.1055/s-1987-28048
   DOI: 10.1055/s-1987-28048
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany.  All rights reserved.
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      data processing and storage.A Novel Stereospecific Synthesis of 22-Hydroxylated Triterpenes and Steroids: Syntheses of 22R-Hydroxylanosterol and 22R-Hydroxydesmosterol
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   Publikationsverlauf
Publikationsdatum:
12. September 2002 (online)
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      22R-Hydroxylanosterol (10) is prepared from lanosterol (1) with an overall yield of over 30%. The key step of the synthesis is the stereospecific coupling of the aldehyde 7 with an arsenic ylide. The same reaction is used to build the side chain of 22R-hydroxydesmosterol (14).