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Amos B. Smith

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Amos B. Smith Mounuo Cheng 20100911 Prof. Amos B. Smith Smith's research interests encompass three diverse areas: natural product synthesis, bioorganic chemistry and ... – PowerPoint PPT presentation

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Title: Amos B. Smith


1
Amos B. Smith
  • Mounuo Cheng
  • 20100911

2
Prof. Amos B. Smith
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.
Rhodes-Thompson Professor of Chemistry University
of Pennsylvania,
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, 1210912111
9
(-)-Penitrem D
a highly substituted indole core, a cyclobutane
moiety, an eight-membered cyclic ether nine
fused rings, eleven stereogenetic carbons, and
two allylic hydroxyl groups.
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.
10
  • ? AB Smith ??? Penitrem D (the longest linear
    sequence 43sateps) ??????, Gilbert Stork ?  
    Chemical and Engineering News ????"......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 ????,??????
13
????
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Modified Madelung indole formation
Moffat oxidation reaction
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MTMCH2SCH3
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Retrosynthesis analysis
Jacs. 2000, 122, 11254-11255 Jacs,2003, 125,
8228-8237
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thanks for your attention!!
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