Described herein are the first total syntheses of (±)‐dracocephalone A (
Prediction of the carrier shape effect on particle transport, interaction and deposition in two dry powder inhalers and a mouth-to-G13 human respiratory system: A CFD-DEM study
- Award ID(s):
- 2120688
- PAR ID:
- 10320727
- Date Published:
- Journal Name:
- Journal of Aerosol Science
- Volume:
- 160
- Issue:
- C
- ISSN:
- 0021-8502
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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Abstract 1 ) and (±)‐dracocequinones A (4 ) and B (5 ). The synthesis was initially envisioned as proceeding through an intramolecular isobenzofuran Diels–Alder reaction, a strategy that eventually evolved into a Lewis acid‐promoted spirocyclization. This highly diastereoselective transformation set the stage fortrans ‐decalin formation and a late‐stage Suárez oxidation that produced a [3.2.1] oxabicycle suited for conversion to1 . Brønsted acid‐mediated aromatization, followed by a series of carefully choreographed oxidations, allowed for rearrangement to a [2.2.2] oxabicycle poised for conversion to4 and5 . -
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Abstract Described herein are the first total syntheses of (±)‐dracocephalone A (
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- Free Publicly Accessible Full Text
-
Accepted Manuscript1.0
- Journal Article:
- https://doi.org/10.1016/j.jaerosci.2021.105899
