Elaboration of d-(−)-Ribose into a Tricyclic,
Natural Product-like Scaffold
Roland Messer
Andrea Schmitz
Luzia Moesch
Robert Häner
10.1021/jo048351+.s004
https://acs.figshare.com/articles/journal_contribution/Elaboration_of_d_Ribose_into_a_Tricyclic_Natural_Product_like_Scaffold/3374551
The construction of natural product-like, tricyclic
compounds is reported. Starting from a d-(−)-ribose-derived
dihydrofurane, the tricyclic scaffold is prepared via an
intramolecular hetero-Diels−Alder reaction. The reaction
proceeds with very high diastereoselectivity through an <i>endo</i>
transition state, as established on the basis of X-ray structural analysis of the products. Further modification and
derivatization of the obtained products is described.
2004-11-26 00:00:00
endo transition state
Scaffold
derivatization
diastereoselectivity
dihydrofurane
intramolecular
Elaboration
basis
modification
reaction proceeds
Natural
tricyclic compounds
tricyclic scaffold
Tricyclic
analysis
construction