TY - JOUR
T1 - Enantioselective total syntheses of novel PKC activator (+)-decursin and its derivatives using catalytic asymmetric epoxidation of an enone
AU - Nemoto, T.
AU - Ohshima, T.
AU - Shibasaki, M.
N1 - Funding Information:
This work was supported by CREST and JSPS.
PY - 2000/12/2
Y1 - 2000/12/2
N2 - The catalytic asymmetric total syntheses of (+)-decursin and three related natural products, (+)-decursinol, (-)-prantschimgin and (+)-marmesin, were achieved for the first time using catalytic asymmetric epoxidation of an enone as the key step. The catalytic asymmetric epoxidation of enone was found to be promoted effectively by novel multifunctional asymmetric catalyst generated from La(O-i-Pr)3, BINOL and O=AsPh3 in a 1:1:1 ratio to afford epoxide in 94% yield and 96% ee, which was recrystallized to give the optically pure epoxide. (C) 2000 Elsevier Science Ltd.
AB - The catalytic asymmetric total syntheses of (+)-decursin and three related natural products, (+)-decursinol, (-)-prantschimgin and (+)-marmesin, were achieved for the first time using catalytic asymmetric epoxidation of an enone as the key step. The catalytic asymmetric epoxidation of enone was found to be promoted effectively by novel multifunctional asymmetric catalyst generated from La(O-i-Pr)3, BINOL and O=AsPh3 in a 1:1:1 ratio to afford epoxide in 94% yield and 96% ee, which was recrystallized to give the optically pure epoxide. (C) 2000 Elsevier Science Ltd.
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U2 - 10.1016/S0040-4039(00)01702-0
DO - 10.1016/S0040-4039(00)01702-0
M3 - Article
AN - SCOPUS:0034597966
SN - 0040-4039
VL - 41
SP - 9569
EP - 9574
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 49
ER -