TY - JOUR
T1 - Preparation of intermediates for the synthesis of polycyclic alkaloids: A new access to the azabicyclic core of the Stemona alkaloids
AU - Cid, Pau
AU - Closa, Montserrat
AU - De March, Pedro
AU - Figueredo, Marta
AU - Font, Josep
AU - Sanfeliu, Elena
AU - Soria, Angeles
PY - 2004/10/11
Y1 - 2004/10/11
N2 - Several isoxazolidines, derived from the 1,3-dipolar cycloaddition of α,β-hexenolides to cyclic nitrones, were converted into the corresponding piperidine- and pyrrolidine-oxepinones by reduction of the nitrogen-oxygen bond. The potential of the resulting amino alcohols as synthetic precursors of polycyclic alkaloids was explored. These intermediates provide a new access to the 1-azabicyclo[5.3.0]decane core of the Sfemona alkaloids. © Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
AB - Several isoxazolidines, derived from the 1,3-dipolar cycloaddition of α,β-hexenolides to cyclic nitrones, were converted into the corresponding piperidine- and pyrrolidine-oxepinones by reduction of the nitrogen-oxygen bond. The potential of the resulting amino alcohols as synthetic precursors of polycyclic alkaloids was explored. These intermediates provide a new access to the 1-azabicyclo[5.3.0]decane core of the Sfemona alkaloids. © Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
KW - Isoxazolidine
KW - Oxepinone
KW - Piperidine
KW - Polycyclic alkaloids
KW - Pyrrolidine
KW - Stemona
UR - https://www.scopus.com/pages/publications/8444246009
U2 - 10.1002/ejoc.200400322
DO - 10.1002/ejoc.200400322
M3 - Article
SN - 1434-193X
SP - 4215
EP - 4233
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
IS - 20
ER -