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Beilstein J. Org. Chem. 2023, 19, 204–211, doi:10.3762/bjoc.19.19
Graphical Abstract
Figure 1: Structures of (±)-incarvilleatone (1), (±)-incarviditone (2), and (±)-rengyolone (3).
Scheme 1: Possible modes of accelerated intermolecular RC reaction, drawn according to [6].
Scheme 2: Retrosynthetic plan for the synthesis of (±)-incarvilleatone (1) and (±)-incarviditone (2).
Scheme 3: Synthesis of RC dimerized product (±)-4.
Scheme 4: Proposed reaction mechanism for the formation of compound (±)-4 under TBAF-mediated Rauhut–Currier ...
Scheme 5: Synthesis of (±)-incarvilleatone (1) from RC dimerized product (±)-4.
Scheme 6: Separation of rac-incarvilleatone (1) and determination of absolute configurations of both the enan...
Scheme 7: Synthesis of (±)-incarviditone (2).
Figure 2: Growth suppression activity of the synthesized compounds in the breast cancer cell line MCF-7.