Peer-reviewedCC BYThe Journal of organic chemistry
The Convergent Synthetic Efforts toward Knightol and a Simplified Analog.
- 1Department of Chemistry, Emory University, Atlanta, Georgia30322, United States.
Abstract
We report our efforts toward the convergent total synthesis of the cembranoid diterpene (-)-knightol, a marine natural product reported to exhibit antibiofilm activity against Staphylococcus aureus, and a rationally designed aryl analog, mknightol. Our strategy was guided by a two-phase approach involving construction of the macrocyclic framework, followed by selective epoxidation and further diversification. Both targets were designed to arise from common western fragment building blocks and an eastern fragment accessible on a gram scale. A scalable cross-electrophile coupling provided efficient access to an advanced intermediate en route to the cyclophane and enabled evaluation of key late-stage transformations.
Related
- A simplified, non-automated, DGA-based resin protocol for the separation of Ca, Sr and REE: Validation for Ca, stable and radiogenic Sr isotopic compositions
- Simplified theory to predict contact ion pair formation in electrolyte mixtures containing hydroxylammonium nitrate
- Simplified removal of Fe(II) and Mn(II) from groundwater via oxidative coprecipitation with portlandite and subsequent neutralization with CO2 bubbling
- Impact of ethanol on odor detection thresholds relevant to No- and Low-Alcohol (NoLo) wines: a combined sensory and computational approach in simplified static hydroalcoholic model wine
- Comparative Feasibility Assessment of a Simplified Mossel EE–MacConkey Workflow for Detection of Enterobacteriaceae in Selected Non-Sterile Pharmaceutical Products
BibTeX
@article{jeremia2026convergent,
title = {{The Convergent Synthetic Efforts toward Knightol and a Simplified Analog.}},
author = {Learnmore Jeremia and Elise L Bezold and Kate Bright and William M Wuest},
journal = {The Journal of organic chemistry},
year = {2026},
month = oct,
doi = {10.1021/acs.joc.6c01838},
url = {https://europepmc.org/article/MED/42917581},
note = {CC BY},
}
RIS
TY - JOUR
TI - The Convergent Synthetic Efforts toward Knightol and a Simplified Analog.
AU - Learnmore Jeremia
AU - Elise L Bezold
AU - Kate Bright
AU - William M Wuest
PY - 2026
DA - 2026/10/01
JO - The Journal of organic chemistry
DO - 10.1021/acs.joc.6c01838
UR - https://europepmc.org/article/MED/42917581
AB - We report our efforts toward the convergent total synthesis of the cembranoid diterpene (-)-knightol, a marine natural product reported to exhibit antibiofilm activity against Staphylococcus aureus, and a rationally designed aryl analog, mknightol. Our strategy was guided by a two-phase approach involving construction of the macrocyclic framework, followed by selective epoxidation and further diversification. Both targets were designed to arise from common western fragment building blocks and an eastern fragment accessible on a gram scale. A scalable cross-electrophile coupling provided efficient access to an advanced intermediate en route to the cyclophane and enabled evaluation of key late-stage transformations.
SN - 0022-3263
SN - 1520-6904
ER -