TY - JOUR
T1 - The first analysis of the steric control of the 6-exo free-radical cyclization of acyclic sugar derivatives - MM3 transition state modelling
AU - Sánchez-Ruiz, X.
AU - Jaime, C.
AU - Marco-Contelles, J.
PY - 1998/11/10
Y1 - 1998/11/10
N2 - The MM2-transition state modelling methodology was applied to the radical cyclization of acyclic sugar derivatives under the MM3 force field. Computational results help to quantitatively explain experimental data, and suggest that cyclizations are mostly controlled by steric interactions, whereas stereoelectronic effects have a low effect, but do tune the final products ratio.
AB - The MM2-transition state modelling methodology was applied to the radical cyclization of acyclic sugar derivatives under the MM3 force field. Computational results help to quantitatively explain experimental data, and suggest that cyclizations are mostly controlled by steric interactions, whereas stereoelectronic effects have a low effect, but do tune the final products ratio.
KW - Free-radical cyclization
KW - Molecular mechanics
KW - Transition state modelling
U2 - 10.1016/S0022-2860(98)00443-8
DO - 10.1016/S0022-2860(98)00443-8
M3 - Article
SN - 0022-2860
VL - 471
SP - 209
EP - 218
JO - Journal of Molecular Structure
JF - Journal of Molecular Structure
IS - 1-3
ER -