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Amos B. Smith Mounuo Cheng 20100911. Prof. Amos B. Smith Rhodes-Thompson Professor of Chemistry University of Pennsylvania, Amos B. Smith, III (born August.

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Presentation on theme: "Amos B. Smith Mounuo Cheng 20100911. Prof. Amos B. Smith Rhodes-Thompson Professor of Chemistry University of Pennsylvania, Amos B. Smith, III (born August."— Presentation transcript:

1 Amos B. Smith Mounuo Cheng 20100911

2 Prof. Amos B. Smith Rhodes-Thompson Professor of Chemistry University of Pennsylvania, Amos B. Smith, III (born August 26, 1944) 1966 Bucknell University's first combined four-year B.S.-M.S. degree in Chemistry. 1972 Ph.D. degree at Rockefeller University 1973 join University of Pennsylvania 1998 he became the first Editor-in-Chief of the new American Chemical Society journal, Organic Letters.

3 Smith's research interests encompass three diverse areas: natural product synthesis, bioorganic chemistry and materials science. To date more than 90 architecturally complex natural products have been prepared in his Laboratory. Smith, in collaboration with Ralph Hirschmann, has achieved the design and synthesis of non-peptide peptidomimetics of neuropeptideic hormone/transmitters and protease enzyme inhibitors and, also with Stephen Benkovic (Penn State), haptens for the production of catalytic antibodies capable of peptide bond formation. At Monell, in collaboration with Peter Jurs (Penn State), he pioneered the use of computerized pattern recognition techniques for the analysis of primate chemical communication.

4 Total Synthesis of (-)-Kendomycin Petasis-Ferrier Rearrangement/Ring-Closing Olefin Metathesis Strategy J. AM. CHEM. SOC. 2006, 128, 5292-5299

5 Total Syntheses of (+)-Lyconadin A and (-)-Lyconadin B J. AM. CHEM. SOC. 2007, 129, 4148-4149

6 Total Synthesis of (-)-Okilactomycin J. AM. CHEM. SOC. 2007, 129, 14872-14874

7 Total Syntheses of the Assigned Structures of Lituarines B and C J. AM. CHEM. SOC. 2008, 130, 422-423

8 Total Synthesis of (+)-Sorangicin A J. AM. CHEM. SOC. 2009, 131, 12109–12111

9 (-)-Penitrem D The indole-diterpene tremogens comprise an important family of environmental toxins, produced by ergot fungi that grow on a variety of grasses endemic to South Africa, New Zealand and the United States. a highly substituted indole core, a cyclobutane moiety, an eight-membered cyclic ether nine fused rings, eleven stereogenetic carbons, and two allylic hydroxyl groups.

10 当 AB Smith 完成了 Penitrem D ( the longest linear sequence 43sateps ) 的全合成之后, Gilbert Stork 在 Chemical and Engineering News 上评论道 "......If each one of 12 master synthesizers concocts what he or she believes to be the most efficient or elegant route to a target, the result will be 12 different approaches. Smith has certainly reached a place within that group of more or less a dozen organic chemists in the world who are capable of constructing molecules as complex as penitrem D."

11 Retrosynthesis analysis Jacs. 2000, 122, 11254-11255 Jacs,2003, 125, 8228-8237

12 Amberlyst-15 离子树脂,烷基化催化剂

13 模版反应

14 Modified Madelung indole formation Moffat oxidation reaction

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17 MTM=CH2SCH3

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19 Retrosynthesis analysis Jacs. 2000, 122, 11254-11255 Jacs,2003, 125, 8228-8237

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