TY - JOUR
T1 - Oxidative C-ring opening of abietane diterpenes with ammonium cerium(IV) nitrate
AU - Marrero, Joaquín González
AU - San Andrés, Lucía
AU - Luis, Javier Gutiérrez
PY - 2007/4/24
Y1 - 2007/4/24
N2 - The oxidation reaction of 11,12-di-O-methylcarnosol with ammonium cerium(IV) nitrate (CAN) gave an abietane diterpene with the C-ring opened and a diester function. The structure of this diester was established by spectroscopic analysis and by chemical means. The reaction of 11,12-di-O-dimethylgaldosol with CAN gave a similar result, yielding a δ-lactone which structure was established as 7-hydroxy-11,12-seco-8,13- abietadien-12,7:20,6β-dilacton-11-oic acid methyl ester by spectroscopic analysis and chemical means. These results could be useful to accede to other natural products like rosmic acid
AB - The oxidation reaction of 11,12-di-O-methylcarnosol with ammonium cerium(IV) nitrate (CAN) gave an abietane diterpene with the C-ring opened and a diester function. The structure of this diester was established by spectroscopic analysis and by chemical means. The reaction of 11,12-di-O-dimethylgaldosol with CAN gave a similar result, yielding a δ-lactone which structure was established as 7-hydroxy-11,12-seco-8,13- abietadien-12,7:20,6β-dilacton-11-oic acid methyl ester by spectroscopic analysis and chemical means. These results could be useful to accede to other natural products like rosmic acid
KW - Abietane diterpenes
KW - Ammonium cerium(IV) nitrate
KW - Oxidation
KW - Ring opening
UR - http://www.scopus.com/inward/record.url?scp=34248166436&partnerID=8YFLogxK
U2 - 10.1055/s-2007-977418
DO - 10.1055/s-2007-977418
M3 - Artículo
SN - 0936-5214
SP - 1127
EP - 1129
JO - Synlett
JF - Synlett
IS - 7
ER -