Toward the Briarane Core via 1,3-Dipolar Cycloaddition.
Org Lett
; 26(22): 4666-4671, 2024 Jun 07.
Article
em En
| MEDLINE
| ID: mdl-38804559
ABSTRACT
The complete C20 framework of brianthein W was established, featuring hydroboration/allylation, to provide the C1-C2 quaternary/tertiary stereoarray with excellent stereocontrol. Intramolecular nitrile oxide cycloaddition (INOC) was adopted as the key transformation to establish the trans-fused 6/10-bicyclic ring system. Evolution of the second INOC event revealed the intricacies governing regioselectivity, which ultimately led to construction of the highly strained 10-membered carbocycle.
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MEDLINE
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En
Ano de publicação:
2024
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Article