Journal
ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 9, Issue 8, Pages 1205-1212Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202000294
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- SERB, New Delhi [EMR/2017/000578]
- CSIR
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A new synthetic strategy for the construction of two polypropionate subunits of discodermolide, a highly potent anticancer natural product, is reported. The strategy relies on two key reactions: a Shimizu non-aldol reaction, a stereoselective hydrogenolysis of alkenyl epoxides, to generate thesynhydroxy-methyl moiety and a NaBH4-BF3.OEt(2)mediated hydride addition reaction. By utilizing this strategy, two different fragments of discodermolide, C9-C13 subunit and C15-C21 subunit have been successfully synthesized.
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