6533b85efe1ef96bd12c064d

RESEARCH PRODUCT

Synthesis of (+)-Isoalantolactone and (+)-Isoalloalantolactone from (−)-Santonin

Begoña GarcíaLuz CardonaGonzalo BlayJosé R. PedroAngel Serrano

subject

chemistry.chemical_classificationStereochemistryOrganic ChemistryRing (chemistry)SesquiterpeneBiochemistrychemistry.chemical_compoundchemistryDrug DiscoveryChemical conversionMoietyEnantiomerEnoneLactoneSantonin

description

Abstract This paper reports on the chemical conversion of (−)-santonin into (+)-isoalantolactone and (+)-isoalloalantolactone involving functionality transfer from C 6 to C 8 , refunctionalization of the ring A and the formation of the α-methylene-8 β,12-olide moiety.

https://doi.org/10.1016/s0040-4020(01)89024-4