RT info:eu-repo/semantics/article
T1 Expanding the silyl-Prins toolbox: selective access to C4-quaternary stereocenters in tetrahydropyrans using internal cyclopropylsilyl alcohols
A1 González Andrés, Paula
A1 Cherubin, Alberto
A1 Barbero Pérez, María Asunción
K1 Silyl-Prins cyclizations
K1 Cyclopropylsilyl alcohols
K1 Tetrahydropyrans
K1 2306 Química Orgánica
AB Our ongoing research into silyl-Prins cyclizations has now provided a promising solution for the stereoselective synthesis of tetrahydropyrans bearing quaternary centers at C4. Building on the previous success with terminal cyclopropylsilyl alcohols, we now demonstrate that internal cyclopropylsilyl alcohols can also be effectively employed to construct highly substituted tetrahydropyrans. This new approach delivers products featuring both a quaternary center at C4 and a tertiary center at C6 with excellent stereocontrol. These findings not only broaden the scope of silyl-Prins cyclization but also establish a general and efficient strategy for accessing complex oxacyclic architectures with precise stereochemical outcomes.
PB Royal Society chemistry
YR 2025
FD 2025
LK https://uvadoc.uva.es/handle/10324/80771
UL https://uvadoc.uva.es/handle/10324/80771
LA eng
NO Organic Chemistry Frontiers, 2025, vol. 12, n. 23,  p. 6513-6518
NO Producción Científica
DS UVaDOC
RD 19-dic-2025