TY - JOUR
T1 - Synthesis of diterpenoid rosmic acid derivatives
AU - Marrero, Joaquín G.
AU - Andrés, Lucía San
AU - Luis, Javier G.
PY - 2013/4
Y1 - 2013/4
N2 - The partial synthesis of derivatives of the antimicrobial diterpenoid rosmic acid from the abundant diterpenoid carnosol is described. The key step involved the cleavage of ring C of rosmanol with lead tetraacetate or 7-O-methylrosmanol with mCPBA. Three analogues of rosmic acid, 11,12-seco-8,13-abietadien-12,7:20,6β-dilacton-11-oic acid methyl ester, 7α-O-methyl-11,12-seco-11,12-epoxy-11,12-dioxo-8,13-abietadien-20, 6β-olide, its dimethyl ester, and the known methylgaldosol and rosmaquinone were obtained.
AB - The partial synthesis of derivatives of the antimicrobial diterpenoid rosmic acid from the abundant diterpenoid carnosol is described. The key step involved the cleavage of ring C of rosmanol with lead tetraacetate or 7-O-methylrosmanol with mCPBA. Three analogues of rosmic acid, 11,12-seco-8,13-abietadien-12,7:20,6β-dilacton-11-oic acid methyl ester, 7α-O-methyl-11,12-seco-11,12-epoxy-11,12-dioxo-8,13-abietadien-20, 6β-olide, its dimethyl ester, and the known methylgaldosol and rosmaquinone were obtained.
KW - Oxidative ring opening
KW - Rosmanol
KW - Rosmic acid derivatives
UR - http://www.scopus.com/inward/record.url?scp=84878542407&partnerID=8YFLogxK
U2 - 10.3184/174751913X13618945224197
DO - 10.3184/174751913X13618945224197
M3 - Artículo
SN - 1747-5198
VL - 37
SP - 193
EP - 196
JO - Journal of Chemical Research
JF - Journal of Chemical Research
IS - 4
ER -