6282-44-6Relevant academic research and scientific papers
The synthesis, stereochemistry and nmr spectra of some new spiro-1,3-dioxanes
Grosu, Ion,Mager, Sorin,Martinez, Roberto,Camacho, Brigida Del Carmen,Plé, Gerard,Mesaros, Clementina
, p. 725 - 733 (2007/10/03)
The stereochemistry of some new spiro-1,3-dioxanes exhibiting axial and helical chirality was investigated using NMR methods. The compounds display semiflexible or anancomeric structures in correlation with the number and type of substituents located on the rings. The influence of the chirality of the spiro skeleton was revealed by the diastereotopicity of protons and carbon atoms.
A Selectivity Study of Activated Ketal Reduction with Borane Dimethyl Sulfide
Bartels, Birgit,Hunter, Roger
, p. 6756 - 6765 (2007/10/02)
A chemo- and regioselectivity study of the reagent combination BH3*SMe2/TMSOTf for ketal reduction has been undertaken.It has revealed that simple 1,3-dioxanes reduce cleanly at low temperature in CH2Cl2 while simple 1,3-dioxolanes may give complete ring cleavage and dimerization products.A study of reduction of 4-substituted 1,3-dioxolanes has revealed a solvent-directed regioselectivity which in THF favors the secondary protected derivative.A mechanism is postulated to account for the selectivities based on recent thinking on acetal substitution reactions.
