6533b830fe1ef96bd1297bdb

RESEARCH PRODUCT

Regiospecific and stereoselective ene reaction of the A-ring methylcyclohexene moiety of polycyclic terpenoid systems with dimethyl acetylenedicarboxylate

Consuelo AgullóAna C. CuñatAntonio AbadCarmen Ramírez De ArellanoIsmael Navarro

subject

Dimethyl acetylenedicarboxylatechemistry.chemical_compoundchemistryMoietyStereoselectivityGeneral ChemistryRing (chemistry)Medicinal chemistryEne reactionTerpenoid

description

Polycyclic terpenoid compounds with a methylcyclohexene moiety at the A-ring, such as 1 and 7, give a regio- and stereoselective ene reaction when heated at low temperatures with dimethyl acetylenedicarboxylate. The structure and stereochemistry of the compound formed in the case of 1, e.g. 5, is determined by X-ray analysis.

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