RT info:eu-repo/semantics/article
T1 Synthesis of polysubstituted tetrahydropyrans by stereoselective hydroalkoxylation of silyl alkenols: En route to tetrahydropyranyl marine analogues
A1 Díez Poza, Carlos
A1 Val, Patricia
A1 Pulido Pelaz, Francisco José
A1 Barbero Pérez, María Asunción
K1 Tetrahydropyrans
K1 Acid mediated cyclization
K1 Stereoselective
K1 Marine drugs analogues
K1 23 Química
K1 24 Ciencias de la Vida
AB Tetrahydropyrans are abundantly found in marine natural products. The interesting biological properties of these compounds and their analogues make necessary the development of convenient procedures for their synthesis. In this paper, an atom economy access to tetrahydropyrans by intramolecular acid-mediated cyclization of silylated alkenols is described. p-TsOH has shown to be an efficient reagent to yield highly substituted tetrahydropyrans. Moreover, excellent diastereoselectivities are obtained both for unsubstituted and alkylsubstituted vinylsilyl alcohols. The methodology herein developed may potentially be applied to the synthesis of marine drugs derivatives.
PB MDPI
SN 1660-3397
YR 2018
FD 2018
LK https://uvadoc.uva.es/handle/10324/52532
UL https://uvadoc.uva.es/handle/10324/52532
LA eng
NO Marine Drugs, 2018, vol.16, n. 11, p. 421
NO Producción Científica
DS UVaDOC
RD 19-nov-2024