Expeditious synthesis of enantiopure symmetrical macroheterocycles by ring-closing metathesis of ether and tether-linked 1,2-O-isopropylidenefuranosides |
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Authors: | Biswas Goutam Sengupta Jhimli Nath Madhumita Bhattacharjya Anup |
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Institution: | Indian Institute of Chemical Biology, 4 Raja S. C. Mullick Road, Kolkata 700032, India. |
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Abstract: | Bis-olefinic symmetrical carbohydrate derivatives were prepared by joining two 1,2-O-isopropylidenefuranose units either through an ether linkage or by a tether of variable size. The ring-closing metathesis (RCM) of these substrates using Grubbs' first-generation catalyst led to the synthesis of enantiopure symmetrical macroheterocycles containing nine- to twenty-five-membered rings fused to the 1,2-O-isopropylidenefuranose ring. |
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Keywords: | Synthesis Enantiopure Macroheterocycles Ring-closing metathesis Tether-linked 1 2-O-isopropylidenefuranosides |
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