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