ISSN:
0947-3440
Keywords:
Reductions
;
Meerwein-Ponndorf-Verley reaction
;
Catalysis
;
Zirconium tetra-tert-butoxide
;
β-Hydride shift
;
Kinetics
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A new variation of the Meerwein-Ponndorf-Verley reduction based on mechanistic considerations is presented. Under optimized conditions 1-(4-dimethylaminophenyl)ethanol was used as the reducing alcohol (2-4 equiv.), Zr(O-tBu)4 as the catalyst (0.2 equiv.), and toluene or cyclohexane as the solvent. Aldehydes and ketones (if not extremely sterically hindered) were reduced to the corresponding alcohols at room temperature mostly within 2-4 h in essentially quantitative yield. α,β-Unsaturated carbonyl compounds cleanly react in a 1,2-mode to afford the corresponding allylic alcohols.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199519950496
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