4.7 Review

Total synthesis of complex terpenoids employing radical cascade processes

Journal

NATURAL PRODUCT REPORTS
Volume 35, Issue 2, Pages 174-202

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7np00065k

Keywords

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Funding

  1. NIH [GM116952]
  2. NSF (CAREER Award) [1554544]
  3. Novartis
  4. Bristol-Myers Squibb
  5. Amgen
  6. Eli Lilly
  7. NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM116952] Funding Source: NIH RePORTER

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Radical cyclizations have a rich history in organic chemistry and have been particularly generous to the field of natural product synthesis. Owing to their ability to operate in highly congested molecular quarters, and with significant functional group compatibility, these transformations have enabled the synthesis of numerous polycyclic terpenoid natural products over the past several decades. Moreover, when programmed accordingly into a synthetic plan, radical cascade processes can be used to rapidly assemble molecular complexity, much in the same way nature rapidly constructs terpene frameworks through cationic cyclization pathways. This review highlights recent total syntheses of complex terpenoids (from 2011-2017) employing C-C bond-forming radical cascade sequences.

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