Journal
TETRAHEDRON LETTERS
Volume 69, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2021.152975
Keywords
C-19-diterpenoid alkaloids; BCD rings; Pauson-Khand reaction; Anionic 1,2-migration rearrangement [3.2.1]octane
Categories
Funding
- National Natural Science Foundation of China [21472129, 21871190]
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A robust synthetic approach has been developed for the rapid assembly of the bridged tricyclic BCD ring system of C-19-diterpenoid alkaloids bearing a characteristic hydroxy group on ring C. The synthesis involves an efficient intramolecular Pauson-Khand reaction and an exclusive anionic 1,2-migration rearrangement to generate the unique bicyclo[3.2.1]octane moiety of the CD-ring on the seven-membered B-ring.
A robust synthetic approach for the rapid assembly of the bridged tricyclic BCD ring system of C-19-diterpenoid alkaloids bearing a characteristic hydroxy group on ring C has been developed. The synthesis features an efficient intramolecular Pauson-Khand reaction and an exclusive anionic 1,2-migration rearrangement to generate the unique bicyclo[3.2.1]octane moiety of the CD-ring on the seven-membered B-ring. (C) 2021 Elsevier Ltd. All rights reserved.
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