Work

Total Synthesis of Jerangolid B via sp3–sp2 Stille Coupling

Year: 2025
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide First isolated from Sorangium cellulosum So ce 307, jerangolids are a class of natural products with high antifungal activity and minimal toxicity toward mammals. Comprised of a skipped diene substructure with a chiral center in between a δ-lactone and a pyran substituent, they present an intriguing synthetic challenge. We herein report the first synthesis of jerangolid B through a modular approach that incorporates sp 3 –sp 2 Stille coupling as the key step to generate the skipped diene structure. By comparing our synthetic jerangolid B to the data published in the literature, we could show that the configuration at C14 is R.
Authors: Janick Schug, Bernd Morgenstern, Johann Jauch
Institution: Saarland University
Language: English
Field: Chemistry
Open Access status: hybrid
Estimated APC paid: $4,500
OpenAlex ID: W4412048486
FWCI: 1.162
Cites: 109
Cited by: 4
Related to: 10