A formal total synthesis of eleutherobin through an unprecedented kinetically controlled ring-closing-metathesis reaction of a densely functionalized diene
Articolo
Data di Pubblicazione:
2005
Citazione:
A formal total synthesis of eleutherobin through an unprecedented kinetically controlled ring-closing-metathesis reaction of a densely functionalized diene / D. Castoldi, L. Caggiano, L. Panigada, O. Sharon, A.M. Costa, C. Gennari. - In: ANGEWANDTE CHEMIE. INTERNATIONAL EDITION. - ISSN 1433-7851. - 44:4(2005), pp. 588-591.
Abstract:
The key step in a formal total synthesis of
eleutherobin was an unprecedented kinetically
controlled RCM reaction of a densely functionalized diene 1 bearing two
PMP-protected allylic alcohols in the presence
of a second-generation Grubbs catalyst. Subsequent isomerization of the E 10-membered enedione 2 to the more stable Z isomer and cleavage of the MOM
protecting group led to the known precursor 3. MOM=methoxymethyl; PMP=p-methoxyphenyl.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
antitumor agents; asymmetric synthesis; metathesis; natural products; total synthesis
Elenco autori:
D. Castoldi, L. Caggiano, L. Panigada, O. Sharon, A.M. Costa, C. Gennari
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