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Synthese von (-)-(R)-4-Hydroxy-β-ionon und (-)-(5 R, 6 S)-5-Hydroxy-4,5-dihydro-α-ionon aus (-)-(S)-α-Ionon

✍ Scribed by Andreas Haag; Walter Eschenmoser; Conrad Hans Eugster

Publisher
John Wiley and Sons
Year
1980
Tongue
German
Weight
380 KB
Volume
63
Category
Article
ISSN
0018-019X

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✦ Synopsis

Synthesis of (‐)‐(R)‐4‐Hydroxy‐β‐ionone and (‐)‐(5 R, 6 S)‐5‐Hydroxy‐4,5‐dihydro‐α‐ionone aus (‐)‐(S)‐α‐Ionone

The absolute configuration of the chiral 4‐hydroxy‐β‐ionones and 5‐hydroxy‐4,5‐dihydro‐α‐ionones has been determined by chemical connection with (‐)‐(S)‐α‐ionone i.e. by stereoselective epoxidation of the latter, followed by base catalyzed opening of the epoxide as well as by its hydride reduction.

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