Bent bonds (τ) and the antiperiplanar hypothesis, and the reactivity at the anomeric center in pyranosides.
The stereoselectivity of nucleophilic addition on oxocarbenium ions derived from the bicyclic pyranoside model with or without a C2-OR group can be understood through the use of the bent-bond and the antiperiplanar hypothesis in conjunction with the concept of hyperconjugation as an alternative interpretive model of structure and reactivity.
Département de chimie, Faculté des sciences et de génie, Université Laval, Pavillon Alexandre-Vachon, 1045 avenue de la médecine, Québec, Québec G1V 0A6, Canada. pierre.deslongchamps@chm.ulaval.ca.
Jean-François
JF
Parent
Département de chimie, Faculté des sciences et de génie, Université Laval, Pavillon Alexandre-Vachon, 1045 avenue de la médecine, Québec, Québec G1V 0A6, Canada. pierre.deslongchamps@chm.ulaval.ca.
Pierre
http://orcid.org/0000-0002-8778-2011
P
Deslongchamps