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Total Synthesises of ( atrop -) Abyssomicin C

Total Synthesises of ( atrop -) Abyssomicin C. Pusheng Wang 2012/05/12. Contents. 1. Introduction 2. Sorensen’s Total Synthesis 3. Nicolaou’s Total Synthesis 4. Saicic’s Total Synthesis. 1. Introduction.

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Total Synthesises of ( atrop -) Abyssomicin C

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  1. Total Synthesises of (atrop-) Abyssomicin C Pusheng Wang 2012/05/12

  2. Contents • 1. Introduction • 2. Sorensen’s Total Synthesis • 3. Nicolaou’s Total Synthesis • 4. Saicic’s Total Synthesis

  3. 1. Introduction • Natural polycyclic polyketides isolated from the bottom (depth 289 m) of the Japanease Sea, as secondary metabolites(次级代谢产物) of the Gram-positive(革兰氏阳性)actinomycete(放线菌). • Antibiotic activity against Gram-positive bacteria

  4. 2. Sorensen’s Total Synthesis Retrosynthetic analysis E. J. Sorensen, Angew. Chem. Int. Ed. 2005, 44, 6533 – 6537.

  5. 2. Sorensen’s Total Synthesis

  6. 2. Sorensen’s Total Synthesis

  7. 2. Sorensen’s Total Synthesis 15 steps, 0.3% yield

  8. 3. Nicolaou’sTotal Synthesis Retrosynthetic analysis K. C. Nicolaou,Angew. Chem. Int. Ed. 2006, 45, 3256 – 3260.

  9. 3. Nicolaou’s Total Synthesis

  10. 3. Nicolaou’s Total Synthesis

  11. 4. Saicic’sTotal Synthesis Retrosynthetic analysis Radomir N. Saicic, Angew. Chem. Int. Ed. 2012, 51, 1 – 6.

  12. 4. Saicic’sTotal Synthesis

  13. 4. Saicic’sTotal Synthesis

  14. 4. Saicic’sTotal Synthesis

  15. 4. Saicic’sTotal Synthesis

  16. 4. Saicic’sTotal Synthesis

  17. Thank you for your attention!

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