Synthesis of (−)-Morphine: Application of Sequential Claisen/Claisen Rearrangement of an Allylic Vicinal Diol

A detailed exploration of the synthesis of (−)‐morphine based on sequential [3,3]‐sigmatropic rearrangements is described. The sequential Claisen/Claisen rearrangements of an allylic vicinal diol resulted in the stereoselective formation of the two contiguous carbon centers, including a sterically e...

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Veröffentlicht in:	Chemistry : a European journal 2013-01, Vol.19 (1), p.264-269
Hauptverfasser:	Ichiki, Masato, Tanimoto, Hiroki, Miwa, Shohei, Saito, Ryosuke, Sato, Takaaki, Chida, Noritaka
Format:	Artikel
Sprache:	eng
Schlagworte:	Alcohols - chemistry Allyl Compounds - chemistry allylic compounds chirality Molecular Structure morphine Morphine - chemical synthesis Morphine - chemistry Propanols - chemistry sigmatropic rearrangement Stereoisomerism total synthesis
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