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Sarah E. Reisman

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Sarah E. Reisman
Alma materConnecticut College (BA)
Yale University (PhD)
Scientific career
FieldsChemistry
Organic Chemistry
Natural product
InstitutionsCalifornia Institute of Technology
Harvard University
ThesisTotal synthesis of (+/-) Welwitindolinone A isonitrile (2006)
Doctoral advisorJohn L. Wood
Other academic advisorsEric Jacobsen
Websitereismangroup.caltech.edu

Sarah Elizabeth Reisman is the Bren Professor of Chemistry and the Chair of Division of Chemistry and Chemical Engineering at California Institute of Technology.[1] She received the (2013) Arthur C. Cope Scholar Award[2] and the (2014)[3] Tetrahedron Young Investigator Award for Organic Synthesis.[4] Her research focuses on the total synthesis of complex natural products and data-driven developments of asymmetric catalysis.

Early career and education

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Undergraduate Studies

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Reisman received a B.A. in chemistry from Connecticut College in 2001,[5] conducting research in the lab of Prof. Timo V. Ovaska[6] on the synthesis of tetracyclic terpenoid natural products, including phorbol.[7][8]

Graduate Studies

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Reisman obtained her Ph.D. from Yale University[9] in 2006, working with John L. Wood on the total synthesis of (±)-welwitindolinone A isonitrile.[10] Reisman's work included methodological developments towards a generalized skeleton, using nitrone cyclization and oxindole formation as linchpin transforms.[11]

Postdoctoral Studies

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Reisman was an NIH Postdoctoral Fellow in the lab of Eric N. Jacobsen at Harvard University and worked with then-graduate student Abigail Doyle to develop an enantioselective substitution of silyl ketenes onto an alkoxy chloride via an oxocarbenium ion using a novel thiourea organocatalyst.[12]

Research

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Reisman began her independent career as an assistant professor at Caltech in 2008[13] and was promoted to full professor in 2014.[14]

The Reisman lab focuses on the synthesis of complex natural products and development of new chemical reactions, and the interplay between those two fields.

The group completed the first enantioselective total syntheses of (–)-acetylaranotin (40 years after its isolation),[15][16] (–)-maoecrystal Z,[17] (–)-8-demethoxyrunanine, and (–)-cepharatines A, C and D.[18] Their total synthesis of (+)-ryanodol was completed in 15 synthetic steps,[19] a significant improvement on the previous shortest synthetic route of 35 steps developed by Masayuki Inoue of the University of Tokyo.[20][21] In 2019, Reisman and coworkers published the first total synthesis of isoryanoid diterpene (+)-perseanol in Nature.[22] Other completed total syntheses include natural products (+)-naseseazines A and B,[23] (+)-salvileucalin B,[24] (+)-psiguadial B[25][26][27] and (+)-pleuromutilin.[28]

The group's reaction methodology work has focused primarily on nickel catalysis,[29] cycloadditions,[30] and opening of strained-ring precursors.

Selected Awards and Honors

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Reisman was awarded the Boehringer Ingelheim New Faculty Grant,[44] the Alfred P Sloan Foundation Fellowship[45] and a 5-year NSF CAREER Award in 2011.[46]

References

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  1. ^ "Sarah E. Reisman | Division of Chemistry and Chemical Engineering". cce.caltech.edu. Retrieved 2021-04-28.
  2. ^ "Necessity is the Mother of Invention: Natural Products and the Chemistry They Inspire" (PDF). www.chem.purdue.edu.
  3. ^ Tetrahedron.
  4. ^ "The Reisman Group". reismangroup.caltech.edu. Retrieved 2018-07-26.
  5. ^ "Student Hosted Colloquia: Professor Sarah Reisman, Caltech | Department of Chemistry". chemistry.stanford.edu. Retrieved 2021-04-28.
  6. ^ "sarah reisman, Timo V. Ovaska – Google Search". www.google.com. Retrieved 2021-04-28.
  7. ^ "Ovaska Research Group". Connecticut College. Retrieved 2018-07-26.
  8. ^ "Bright Young Minds: Meet 10 scientists who are making their mark". Science News. 188 (7): 20–26. 2015-09-23. doi:10.1002/scin.2015.188007018. ISSN 0036-8423.
  9. ^ Trager2020-04-29T14:00:00+01:00, Rebecca. "Chemists amid coronavirus: Sarah Reisman". Chemistry World. Retrieved 2021-04-28.{{cite web}}: CS1 maint: numeric names: authors list (link)
  10. ^ Reisman, Sarah E.; Ready, Joseph M.; Weiss, Matthew M.; Hasuoka, Atsushi; Hirata, Makoto; Tamaki, Kazuhiko; Ovaska, Timo V.; Smith, Catherine J.; Wood, John L. (February 2008). "Evolution of a Synthetic Strategy: Total Synthesis of (±)-Welwitindolinone A Isonitrile" (PDF). Journal of the American Chemical Society. 130 (6): 2087–2100. doi:10.1021/ja076663z. ISSN 0002-7863. PMID 18198870.
  11. ^ "Total Synthesis of ()-Welwitindolinone A Isonitrile" (PDF). J.A.C.S. Communications.
  12. ^ Reisman, Sarah E.; Doyle, Abigail G.; Jacobsen, Eric N. (June 2008). "Enantioselective Thiourea-Catalyzed Additions to Oxocarbenium Ions". Journal of the American Chemical Society. 130 (23): 7198–7199. doi:10.1021/ja801514m. ISSN 0002-7863. PMC 2574628. PMID 18479086.
  13. ^ "Caltech Faculty Receive Named Professorships". Division of Chemistry and Chemical Engineering. 9 October 2020. Retrieved 2021-04-28.
  14. ^ "Organic chemistry colloquium". UDaily. Retrieved 2021-04-28.
  15. ^ Codelli, Julian A.; Puchlopek, Angela L. A.; Reisman, Sarah E. (2011-10-28). "Enantioselective Total Synthesis of (−)-Acetylaranotin, a Dihydrooxepine Epidithiodiketopiperazine". Journal of the American Chemical Society. 134 (4): 1930–1933. doi:10.1021/ja209354e. ISSN 0002-7863. PMC 3271125. PMID 22023250.
  16. ^ Drahl, Carmen. "Alkaloid Acetylaranotin Made After 40-Year Quest | Chemical & Engineering News". cen.acs.org. Retrieved 2018-07-29.
  17. ^ Cha, J. Y.; Yeoman, J. T. S.; Reisman, S. E. (2011-11-18). "Synthesis of (-)-Maoecrystal Z". Synfacts. 2011 (12): 14964–7. doi:10.1055/s-0031-1289337. ISSN 1861-1958. PMID 21877709.
  18. ^ Ley, Steven V.; Frost, James R. (2011-12-19). "Synthesis of (–)-8-Demethoxyrunanine and (–)-Cepharatines A, C and D". Synfacts. 8 (1): 0014. doi:10.1055/s-0031-1289924. ISSN 1861-1958. S2CID 100429449.
  19. ^ Chuang, Kangway V.; Xu, Chen; Reisman, Sarah E. (2016-08-26). "A 15-step synthesis of (+)-ryanodol". Science. 353 (6302): 912–915. Bibcode:2016Sci...353..912C. doi:10.1126/science.aag1028. ISSN 0036-8075. PMC 5505075. PMID 27563092.
  20. ^ Lemonick, Sam. "A Simpler Way To Make A Complicated Molecule". Forbes. Retrieved 2018-07-26.
  21. ^ Pei-Qiang., Huang (2016). Efficiency in natural products total synthesis. [Place of publication not identified]: John Wiley & Sons. p. 132. ISBN 9781118940204. OCLC 1046102804.
  22. ^ Han, Arthur; Tao, Yujia; Reisman, Sarah E. (September 2019). "A 16-step synthesis of the isoryanodane diterpene (+)-perseanol". Nature. 573 (7775): 563–567. Bibcode:2019Natur.573..563H. doi:10.1038/s41586-019-1580-x. ISSN 1476-4687. PMC 7123484. PMID 31554978.
  23. ^ Kieffer, Madeleine E.; Chuang, Kangway V.; Reisman, Sarah E. (2013-04-03). "Copper-Catalyzed Diastereoselective Arylation of Tryptophan Derivatives: Total Synthesis of (+)-Naseseazines A and B". Journal of the American Chemical Society. 135 (15): 5557–5560. doi:10.1021/ja4023557. ISSN 0002-7863. PMC 3662218. PMID 23540731.
  24. ^ Levin, S.; Nani, R. R.; Reisman, S. E. (2011-05-19). "Enantioselective Synthesis of (+)-Salvileucalin B" (PDF). Journal of the American Chemical Society. 133 (4): 774–6. doi:10.1021/ja110192b. PMID 21174417.
  25. ^ Chapman, Lauren M.; Beck, Jordan C.; Wu, Linglin; Reisman, Sarah E. (2016-08-02). "Enantioselective Total Synthesis of (+)-Psiguadial B" (PDF). Journal of the American Chemical Society. 138 (31): 9803–9806. doi:10.1021/jacs.6b07229. ISSN 0002-7863. PMID 27452034.
  26. ^ Halford, Bethany. "An enantioselective synthesis of (+)-psiguadial B | Chemical & Engineering News". cen.acs.org. Retrieved 2018-07-29.
  27. ^ Carreira, Erick M.; Nannini, Leonardo J. (2016-09-19). "Synthesis of (+)-Psiguadial B". Synfacts. 12 (10): 1003. doi:10.1055/s-0036-1589189. ISSN 1861-1958. S2CID 100560691.
  28. ^ Farney, Elliot P.; Feng, Sean S.; Schäfers, Felix; Reisman, Sarah E. (2018-01-31). "Total Synthesis of (+)-Pleuromutilin". Journal of the American Chemical Society. 140 (4): 1267–1270. doi:10.1021/jacs.7b13260. ISSN 0002-7863. PMC 5988231. PMID 29323492.
  29. ^ Cherney, Alan H.; Kadunce, Nathaniel T.; Reisman, Sarah E. (2013-05-22). "Catalytic Asymmetric Reductive Acyl Cross-Coupling: Synthesis of Enantioenriched Acyclic α,α-Disubstituted Ketones". Journal of the American Chemical Society. 135 (20): 7442–7445. doi:10.1021/ja402922w. ISSN 0002-7863. PMID 23634932.
  30. ^ Repka, Lindsay M.; Ni, Jane; Reisman, Sarah E. (2010-10-20). "Enantioselective Synthesis of Pyrroloindolines by a Formal [3 + 2] Cycloaddition Reaction". Journal of the American Chemical Society. 132 (41): 14418–14420. doi:10.1021/ja107328g. ISSN 0002-7863. PMC 3222144. PMID 20873714.
  31. ^ "Inhoffen Medal". Helmholtz Centre for Infection Research. Retrieved 2024-03-28.
  32. ^ "2020 National Award Recipients Citations". American Chemical Society. Retrieved 2020-09-06.
  33. ^ "Winner of the Women in Chemistry Award has been announced! – Thieme Chemistry – Georg Thieme Verlag KG". Thieme. Retrieved 2020-09-06.
  34. ^ "Lecture: "Necessity is the Mother of Invention: Natural Products and the Chemistry they Inspire"". Mount Holyoke College. 2018-11-12. Retrieved 2018-11-21.
  35. ^ "Gift Enables Transformative Advances in Health Care – Caltech Campaign". Caltech Campaign. 2018-03-01. Retrieved 2018-11-17.
  36. ^ "Bright Young Minds: Meet 10 scientists who are making their mark". Science News. 188 (7): 20–26. 2015-09-23. doi:10.1002/scin.2015.188007018. ISSN 0036-8423.
  37. ^ Tetrahedron Young Investigator Award.
  38. ^ "Arthur C. Cope Scholar Awards – American Chemical Society". American Chemical Society. Retrieved 2018-07-29.
  39. ^ Drahl, Carmen. "Arthur C. Cope Scholar: Sarah E. Reisman | Chemical & Engineering News". cen.acs.org. Retrieved 2018-07-26.
  40. ^ "Pasadena Now " Society Names Caltech Chemist Sarah Reisman a Rising Star | Pasadena California, Hotels, CA Real Estate, Restaurants, City Guide... - Pasadena.com". www.pasadenanow.com. Retrieved 2018-07-29.
  41. ^ "Women Chemists Committee announces inaugural Rising Star Award and winners – American Chemical Society". American Chemical Society. Retrieved 2018-07-29.
  42. ^ "Sarah Reisman, Cottrell Scholar Award – Research Corporation for Science Advancement". Research Corporation for Science Advancement. 18 April 2012. Retrieved 2018-07-31.
  43. ^ "Novartis Early Career Award in Organic Chemistry 2012 :: News :: ChemistryViews". www.chemistryviews.org. 3 December 2012. Retrieved 2018-07-29.
  44. ^ "Boehringer Ingelheim New Investigator Award in organischer Chemie: A. G. Doyle / Boehringer Ingelheim New Faculty Grant: S. E. Reisman / GDCh-Preis für Schriftsteller und Journalisten: V. Köster". Angewandte Chemie. 124 (11): 2591. 2012-02-28. Bibcode:2012AngCh.124.2591.. doi:10.1002/ange.201201128. ISSN 0044-8249.
  45. ^ "Past Fellows". sloan.org. Retrieved 2018-07-29.
  46. ^ "NSF Award Search: Award#1057143 – CAREER: New Strategies and Methods for the Total Synthesis of Propellane Natural Products". www.nsf.gov. Retrieved 2018-07-29.
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