Echinosporin_HO

Echinosporin_HO - J Antibiot 1985 490 O O O O Me Me[2 2...

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Echinosporin: Retrosynthesis Isolation: Sato, T.; Kawamoto, I.; Oka, T.; Okachi, R. J. Antibiotics 1982 , 266 First Total Synthesis: Smith, A.B; Sulikowski, G.A.; Fujimoto, K. J. Am. Chem. Soc. 1989 , 8039 Full Paper: Smith, A.B; Sulikowski, G.A.; Sulikowski, M.M.; Fujimoto, K. J. Am. Chem. Soc. 1992 , 2567 Anti-Tumor Activity: Moriomoto, M.; Imai, R.
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Unformatted text preview: J. Antibiot. 1985 , 490. O O O O Me Me + [2+2] cycloaddition O O CONH 2 O HO H H Echinosporin O OH HO H H HO 2 C CONH 2 HO H H HO 2 C O O O lactone formation O O CO 2 Me Me Me OH L-methyl threonate O O OH HO HO OH H vitamin C (L-ascorbic acid) retro-aldol "DeMayo Cycloaddition"...
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