Amos B. Smith

Mounuo Cheng20100911

Prof. Amos B. Smith

Rhodes-Thompson Professor of ChemistryUniversity 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.

• 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.

Total Synthesis of (-)-Kendomycin Petasis-Ferrier Rearrangement/Ring-Closing Olefin Metathesis Strategy

J. AM. CHEM. SOC. 2006, 128, 5292-5299

Total Syntheses of (+)-Lyconadin A and (-)-Lyconadin B

J. AM. CHEM. SOC. 2007, 129, 4148-4149

Total Synthesis of (-)-Okilactomycin

J. AM. CHEM. SOC. 2007, 129, 14872-14874

Total Syntheses of the Assigned Structures of Lituarines B and C

J. AM. CHEM. SOC. 2008, 130, 422-423

Total Synthesis of (+)-Sorangicin A

J. AM. CHEM. SOC. 2009, 131, 12109–12111

(-)-Penitrem D

The indole-diterpene tremogens comprise an important familyof environmental toxins, produced by ergot fungi that grow on avariety of grasses endemic to South Africa, New Zealand andthe United States.

a highly substituted indole core, a cyclobutane moiety, an eight-membered cyclic ethernine fused rings, eleven stereogenetic carbons, and two allylic hydroxyl groups.

• 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."

Retrosynthesis analysis

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

Amberlyst-15 离子树脂，烷基化催化剂

模版反应

Se

N+

O

O-

N

Modified Madelung indole formation

Moffat oxidation reaction

MTM=CH2SCH3

Retrosynthesis analysis

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