RT info:eu-repo/semantics/article
T1 Direct Access to 2,3,4,6-Tetrasubstituted Tetrahydro-2H-pyrans via Tandem SN2'-Prins Cyclization
A1 Martín García, Víctor Sotero
A1 Scoccia, Jimena
A1 Pérez, Sixto J.
A1 Sinka, María Victoria
A1 Cruz, Daniel A.
A1 López-Soria, Juan M.
A1 Fernández, Israel
A1 Miranda, Pedro O.
A1 Padrón, Juan I.
K1 Tetrahidropiranos
K1 Oxanos
K1 Ciclización
AB A new direct and diastereoselective synthesis of activated 2,3,4,6-tetrasubstituted tetrahydro-2H-pyrans is described. In this reaction iron(III) catalyzed an SN2’-Prins cyclization tandem process leading to the creation of three new stereocenters in one single step. These activated tetrahydro-2H-pyran units are easily derivatizable through CuAAC conjugations in order to generate multi-functionalized complex molecules. DFT calculations support the in situ SN2’ reaction as a preliminary step in the Prins cyclization
YR 2017
FD 2017
LK http://riull.ull.es/xmlui/915/16003
UL http://riull.ull.es/xmlui/915/16003
LA en
DS Repositorio institucional de la Universidad de La Laguna
RD 24-nov-2024