Multigram synthesis of glyceollin I

…, M Reese, J Liu, M El-Dakdouki, N Malik…

文献索引：Luniwal, Amarjit; Malik, Neha; Erhardt, Paul; Khupse, Rahul; Reese, Michael; Liu, Jidong; El-Dakdouki, Mohammad; Fang, Lei Organic Process Research and Development, 2011 , vol. 15, # 5 p. 1149 - 1162

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被引用次数: 10

摘要

Scaled-up procedures and preparation of glyceollin I in multigram quantities are described. The synthesis features construction of a cis-fused ring system in high enantiomeric excess after Sharpless asymmetric dihydroxylation of a key intermediate that is initially produced by an intramolecular Wittig reaction to afford the requisite alkene while simultaneously forming the first ring. The overall yield is 12% after 11 steps.