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• W2156216310 abstract "The planar and stereostructures of JBIR-108 isolated from Streptomyces gramineus IR087Pi-4 were determined partly by spectral analysis, and these structural assignments were confirmed and completed by the total synthesis of both 1-epimers. The key stereocenters in JBIR-108 were constructed via a Corey–Bakshi–Shibata (CBS) reduction (C-1), vinylogous Mukaiyama aldol reaction (C-7), and Brown crotylation (C-14 and C-15). Although it was difficult to determine the stereochemistries at the C-1 and C-7 positions in the natural product using the modified Mosher’s method, the synthesis of two possible C-1 diastereomers enabled the identification of the configurations at the hitherto unknown stereocenters." @default.
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• W2156216310 date "2014-12-16" @default.
• W2156216310 modified "2023-10-17" @default.
• W2156216310 title "Total Synthesis and Structure Determination of JBIR-108—A 2-Hydroxy-2-(1-hydroxyethyl)-2,3-dihydro-3(2<i>H</i>)-furanone Isolated from <i>Streptomyces gramineus</i> IR087Pi-4" @default.
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• W2156216310 doi "https://doi.org/10.1021/jo502198y" @default.
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