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Synlett 1990; 1990(3): 157-159
DOI: 10.1055/s-1990-21019
DOI: 10.1055/s-1990-21019
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The Seleno-Acetal Route to Side-Chain-Modified 1α-Hydroxy-Vitamin D Analogues: Stereoselective Synthesis of the New 22Z Isomer of MC 903 (Calcipotriol)
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Publication History
Publication Date:
08 March 2002 (online)
An organo-selenium mediated regio- and stereoselective olefination reaction is used to elaborate the side chain in a convergent synthesis of (1α,3β,5Z,7E,22Z,24S)-24-cyclopropyl-9,10-secochola-5,7,10(19),22-tetraene-1,3,24-triol, the 22Z isomer of MC 903 (Calcipotriol).