Total Synthesis of (−)-Elodeoidins A and B DOI Creative Commons
Chungwoo Lee, Gyumin Kang, Jaehyun You

et al.

JACS Au, Journal Year: 2025, Volume and Issue: 5(3), P. 1096 - 1103

Published: March 12, 2025

Biomimicry has long been a valuable approach for designing efficient synthetic strategies in complex natural product synthesis. However, abiotic yet powerful transforms can significantly streamline the synthesis by introducing greater convergence to route. Herein, we delineate convergent total of elodeoidins A and B, enabled cross-dehydrogenative coupling (CDC) reaction between an aldehyde electron-deficient olefin. The CDC operating under newly discovered conditions proceeds via distinct concerted deprotonation within formal Cu(III) catalytic complex. Furthermore, both structural candidates elodeoidin B revealed that exists as mixture epimers at C8 stereocenter.

Language: Английский

Electrosynthesis of 1,4-diene derivatives bearing cyclopentene skeleton DOI Creative Commons

Yaqi Qiao,

Xiaoqing Fan,

Chengcheng Yuan

et al.

iScience, Journal Year: 2025, Volume and Issue: 28(3), P. 111976 - 111976

Published: Feb. 10, 2025

1,n-Dual Π systems including 1,4-diene derivatives have been widely used as the elegant radical receptors to promote cascade additions give highly functionalized polycyclic scaffolds. However, tedious and complicated preparation of former deters broad utilization compromises practical value. Herein, a straightforward was developed from easily accessible alkynes γ,δ-unsaturated carboxylic acids via electrochemical oxidation cyclization Hofmann elimination. This transformation features with good excellent yields, functional group compatibility, selectivity without any Zaitsev elimination product detected.

Language: Английский

Citations

0
Total Synthesis of (−)-Elodeoidins A and B DOI Creative Commons
Chungwoo Lee, Gyumin Kang, Jaehyun You

et al.

JACS Au, Journal Year: 2025, Volume and Issue: 5(3), P. 1096 - 1103

Published: March 12, 2025

Biomimicry has long been a valuable approach for designing efficient synthetic strategies in complex natural product synthesis. However, abiotic yet powerful transforms can significantly streamline the synthesis by introducing greater convergence to route. Herein, we delineate convergent total of elodeoidins A and B, enabled cross-dehydrogenative coupling (CDC) reaction between an aldehyde electron-deficient olefin. The CDC operating under newly discovered conditions proceeds via distinct concerted deprotonation within formal Cu(III) catalytic complex. Furthermore, both structural candidates elodeoidin B revealed that exists as mixture epimers at C8 stereocenter.

Language: Английский

Citations

0