6533b86efe1ef96bd12cb542

RESEARCH PRODUCT

Photochemical reactivity of 6α-hydroxy, 7-keto neoclerodane diterpenoids

Silvestre BuscemiLeonardo ScaglioniMaurizio BrunoSergio Rosselli

subject

chemistry.chemical_compoundchemistryStereochemistryGeneral Chemical EngineeringGeneral Physics and AstronomyPhotochemical reactivityEpimerGeneral ChemistryMethanolSettore CHIM/06 - Chimica Organicaphotochemical reactivity Norrish type I

description

Abstract The photochemical reactivity, in methanol at λ  = 254 nm, of two 6α-hydroxy-7-keto neoclerodane, isoeriocephalin ( 1 ) and teucrolivin B ( 2 ) was evaluated. From the first compound, two new products were obtained: the 6β-hydroxy epimer ( 3 ) and the ɛ-lactone ( 4 ). The second one yielded exclusively the new spiro γ-lactone ( 5 ). The formation of these new products can be explained by the well-known radical mechanism Norrish type I.

yearjournalcountryeditionlanguage
2006-05-01
10.1016/j.jphotochem.2005.09.015http://hdl.handle.net/10447/18623