Enantiodivergent biosynthesis of the dimeric sphingolipid oceanapiside from the marine sponge Oceanapia phillipensis. Determination of remote stereochemistry

GM Nicholas, TF Molinski

文献索引：Nicholas, Gillian M.; Molinski, Tadeusz F. Journal of the American Chemical Society, 2000 , vol. 122, # 17 p. 4011 - 4019

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被引用次数: 48

摘要

The absolute stereochemistry of oceanapiside, an antifungal α, ω-bis-aminohydroxylipid with four stereogenic centers from the marine sponge Oceanapia phillipensis Dendy, 1895, has been obtained as 2 S, 3 R, 26 R, 27 R from development and application of a general CD method based on superposition of additive exciton couplings in perbenzoyl derivatives of bis-amino alcohols. The method allows simultaneous determination of the local relative ...