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- W2053283640 abstract "Determination of the stereostructure of rengyol (1), a novel nonaromatic phenylethanoid natural product isolated from Forsythiasuspensa, by synthetic means has been described. The Reformatsky reaction of 4-acetoxycyclohexanone with ethyl bromoaoetate afforded two isomeric acetoxy esters (5, 6) and the one (5) which has an equatorial acetoxy1 group yielded on IAH reduction a triol identified as rengyol (1). The isomer (7), obtained similarly from the other isomeric acetoxy ester (6), has also been isolated from the natural source and is named isorengyol. Further, dehydration of the esters (5,6) and subsequent pyrolytic deacetoxylation afforded a 1,3-cyclohexadiene derivative (12), which on photosensitized cis-dioxygenation, followed by reduction, yielded rengyol (1) establishing its stereostructure to have 1,4-cis-cyclohexanediol system. These results supported the previous conclusion based on the 1H and 13C NMR spectral data." @default.
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- W2053283640 date "1987-01-01" @default.
- W2053283640 modified "2023-09-29" @default.
- W2053283640 title "Stereostructure of Rengyol and Isocengyol, Phenylethanoids of" @default.
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- W2053283640 doi "https://doi.org/10.1016/s0040-4020(01)86873-3" @default.
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