6533b86cfe1ef96bd12c7f96

RESEARCH PRODUCT

Synthesis of all 7αH-guaia-4,11-dien-3-one diastereomers from (+)-dihydrocarvone

Begoña GarcíaEva MolinaGonzalo BlayJosé R. Pedro

subject

StereochemistryChemistryOrganic ChemistryDrug DiscoveryAbsolute configurationDiastereomerOrganic chemistryBiochemistryDeoxygenationTerpene synthesis

description

Abstract All four 7α H -guaia-4,11-dien-3-one diastereomers have been synthesized from the common intermediate 1α H ,10α-acetoxy-7α H -guaia-4,11-dien-3-one obtained from (+)-dihydrocarvone. The spectral features of the four diasteromers have been correlated and the structure and absolute configuration of 1β H ,10β H ,7α H -guaia-4,11-dien-3-one isolated from Pleocarphus revolutus has been confirmed.

https://doi.org/10.1016/j.tet.2005.09.026