Total Synthesis of (±)-Sceptrin
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acs.orglett.0c01381.pdf
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Published version
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874.39 KB
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Author(s) •
Nguyen, Long V.
Jamison, Timothy F
Date Issued
May 2020
Journal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Nguyen, Long V. and Timothy F. Jamison, "Total Synthesis of (±)-Sceptrin." Organic Letters 22, 17 (September 2020): 6698–6702 doi. 10.1021/acs.orglett.0c01381 ©2020 Authors
Version
Final published version
Abstract
A four-step synthesis of the dimeric pyrrole-imidazole alkaloid sceptrin is reported. The brevity of the route is based on a simple solution developed for selective assembly of the cyclobutane core of the natural product. The photochemical intermolecular [2 + 2] dimerization of a useful hymenidin surrogate enables direct entry to this enigmatic class of biologically active marine secondary metabolites. ©2020 American Chemical Society.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/acs.orglett.0c01381