Abstract

Lithium aminoborohydrides (LAB), obtained by the reaction of n-butyllithium with amineboranes, are powerful reducing agents for a wide range of functional groups including the carbonyl group of alkylcyclohexanones. Reduction of 2-methylcyclohexanone with LAB reagents shows superior formation of the axial alcohol as compared to sodium borohydride (NaBH4). Reduction of 3- and 4-methylcyclohexanones shows formation of the equatorial alcohol in proportions similar to that obtained with NaBH4. Reduction of 4-tert-butylcyclohexanone leads predominantly to the corresponding cyclohexanol containing an equatorial alcohol group. Unlike NaBH4, LAB reagents are soluble in ether solvents allowing for homogeneous reductions.

Full Text
Paper version not known

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.