Ontology highlight
ABSTRACT:
SUBMITTER: Crandell DW
PROVIDER: S-EPMC5510011 | biostudies-literature | 2015 Dec
REPOSITORIES: biostudies-literature
Chemical science 20150825 12
Density functional theory calculations demonstrate that the reversal of regiochemical outcome of the addition for substituted methyl propiolates in the rhodium-catalyzed [(2 + 2) + 2] carbocyclization with PPh<sub>3</sub> and (<i>S</i>)-xyl-binap as ligands is both electronically and sterically controlled. For example, the ester functionality polarizes the alkyne π* orbital to favor overlap of the methyl-substituted terminus of the alkyne with the p<sub>π</sub>-orbital of the alkenyl fragment of ...[more]