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 ε-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.
BRUNO M, BUSCEMI S, ROSSELLI S, SCAGLIONI L (2006). Photochemical reactivity of 6α-hydroxy, 7-keto neoclerodane diterpenoids. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY. A, CHEMISTRY, 180(1-2), 54-58 [10.1016/j.jphotochem.2005.09.015].
Photochemical reactivity of 6α-hydroxy, 7-keto neoclerodane diterpenoids
BRUNO, Maurizio;BUSCEMI, Silvestre;ROSSELLI, Sergio;
2006-01-01
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 ε-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.
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