6533b85bfe1ef96bd12bbd17

RESEARCH PRODUCT

ChemInform Abstract: Total Synthesis of (.+-.)-Scopolamine: Challenges of the Tropane Ring.

Till OpatzPierre-antoine Nocquet

subject

chemistry.chemical_compoundchemistryStereochemistryScopolaminemedicineTotal synthesisTropaneGeneral MedicineRing (chemistry)Cycloadditionmedicine.drug

description

Scopolamine was synthesized using 6,7-dehydrotropine as a key intermediate. Rhodium-catalyzed [4 + 3] cycloaddition chemistry and a modified Robinson–Schopf reaction were each independently evaluated for their utility in constructing the tropane core. Both synthetic approaches gave comparable overall yields.

https://doi.org/10.1002/chin.201627230