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- W2214347918 abstract "Abstract The achiral sesquiterpene zerumbone ( 1 ), readily available from a wild ginger, has unique functionality and reactivity which make it a potential starting material for conversion to useful compounds such as paclitaxel, provided that it can easily be transformed to chiral derivatives. Optically active zerumbol 2 and its acetate 3 were synthesized by lipase-catalyzed stereoselective transesterification of racemic 2 . In the best conditions found, a lipase from Pseudomonas fluorescens (Amano AK) and isopropenyl acetate in THF at 30 °C afforded ( R )- 2 and ( S )- 3 with an E value of 56. The absolute configuration of ( R )- 2 was determined by Sharpless epoxidation with l -diethyltartrate ( l -DET) to a bisepoxide of known configuration." @default.
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- W2214347918 date "2002-04-01" @default.
- W2214347918 modified "2023-09-26" @default.
- W2214347918 title "The chemistry of Zerumbone IV" @default.
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- W2214347918 doi "https://doi.org/10.1016/s1381-1177(02)00009-7" @default.
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