86838-01-9Relevant academic research and scientific papers
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.
Chemo and regioselective opening of ethereal carbon-oxygen bonds by monochloroborane-dimethylsulfide
Bovicelli, Paolo,Mincione, Enrico,Ortaggi, Giancarlo
, p. 3719 - 3722 (2007/10/02)
Monochloroborane-dimethylsulfide 1 is a mild chemo and regioselective reagent useful in the opening of epoxides, THP ethers, ketals and ethers.
The First Solvent-directed Regioselective Ketal Reduction of Unsymmetrical Glycols
Hunter, Roger,Bartels, Birgit
, p. 2887 - 2888 (2007/10/02)
Borane-dimethyl sulphide/TMSOTf in THF reduces ketals of unsymmetrical vicinal diols with much higher regioselectivity than with CH2Cl2 as solvent.
