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- W3152858523 endingPage "14974" @default.
- W3152858523 startingPage "14967" @default.
- W3152858523 abstract "Abstract Many natural products of plant or microbial origins are derived from enzymatic dearomative oxygenation of 2‐alkylphenolic precursors into 6‐alkyl‐6‐hydroxycyclohexa‐2,4‐dienones. These so‐called ortho ‐quinols cyclodimerize via a remarkably selective bispericyclic Diels–Alder reaction. Whether or not the intervention of catalytic or dirigent proteins is involved during this final step of the biosynthesis of these natural products, this cyclodimerization of ortho ‐quinols can be chemically reproduced in the laboratory with the same strict level of site‐specific regioselectivity and stereoselectivity. This unique yet unified process, which finds its rationale in the inherent chemical reactivity of those ortho ‐quinols, is illustrated herein by an efficient and bioinspired first chemical synthesis of one of the most structurally complex and synthetically challenging examples of such natural cyclodimers, the bisditerpenoid (+)‐maytenone." @default.
- W3152858523 created "2021-04-26" @default.
- W3152858523 creator A5010078709 @default.
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- W3152858523 creator A5080843788 @default.
- W3152858523 creator A5084156148 @default.
- W3152858523 creator A5091119655 @default.
- W3152858523 date "2021-06-02" @default.
- W3152858523 modified "2023-10-09" @default.
- W3152858523 title "Bispericyclic Diels–Alder Dimerization of <i>ortho</i> ‐Quinols in Natural Product (Bio)Synthesis: Bioinspired Chemical 6‐Step Synthesis of (+)‐Maytenone" @default.
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