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Beilstein J. Org. Chem. 2016, 12, 2816–2822, doi:10.3762/bjoc.12.280
Graphical Abstract
Figure 1: Chroman-based tetracyclic natural products 1–4 of the brazilin family and our designed, B-ring-modi...
Scheme 1: Retrosynthetic analysis of the designed B-ring-modified analogues of brazilin.
Scheme 2: The synthetic challenge associated with the synthesis of 5 by IFCEA of 6 (above) and recent literat...
Figure 2: Assessment of the IFCEA cyclization on additional substrates (±)-6b–n leading to (±)-5b–n. Reaction...
Figure 3: ORTEP diagram of 5k.
Scheme 3: Stereoselective conversion of (±)-5k into (±)-14.