Regio- and stereoselective oxyfunctionalization at C-1 and C-5 in sesquiterpene guaianolides

Síntese e avaliação da atividade fitotóxica de derivados da α-Santonina

“…Apesar da síntese de 8 já ter sido relatada na literatura, [13][14][15][16][17] esse composto havia sido apenas parcialmente caracterizado e nenhum relato de suas propriedades fitotóxicas foi encontrado. Em função disso, sua obtenção foi necessária no presente estudo.…”

“…[13][14][15][16][17] Essa reação foi repetida várias vezes, sempre com rendimento do produto em torno de 26%.…”

Synthetic Studies on Arglabin Diene; An Alleged Precursor to Arteminolides

“…The biologically favorable selectivity and in vivo activity, and structural complexity of these natural products are intriguing but, until now, there has been no report on the complete synthesis of these natural products since their first isolation in 1998. 4 The biogenesis of arteminolides via Diels-Alder reaction between left half, dehydromatricarin (7), and right half, arglabin diene (8), has been proposed 5 and thus, both of which are most logical precursors for the total synthesis of arteminolides. While the dienophile 7 was isolated, 5b the diene 8 has not been identified so far possibly due to its instability.…”

Natural sesquiterpenoids

“…339,340 Regio-and stereoselective functionalization at C-1 and C-5 in a guaiane skeleton have been described. 341 The aerial parts of Xantium strumarium 342 contain the xanthane sesquiterpenes 341-343. The structure of xanthalongin has been revised to a 10b-methyl configured xanthanolide on the basis of NMR data.…”