Selective reduction of unsaturated aldehydes to unsaturated alcohols using supercritical 2-propanol

Journal of Supercritical Fluids

Volumn 37, Issue 2, 2006, Pages 215-219

  Daimon, Atsushi ^a   Kamitanaka, Takashi ^a   Kishida, Nobuhiro ^a   Matsuda, Tomoko ^b   Harada, Tadao ^a  

^a RYUKOKU UNIVERSITY   (Japan)

^b TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Meerwein Ponndorf Verley reduction; Selective reduction; Supercritical 2 propanol; Unsaturated alcohol; Unsaturated aldehyde

Indexed keywords

ALCOHOLS; OXIDATION; REDUCTION; SUPERCRITICAL FLUIDS;

SELECTIVE REDUCTION; UNSATURATED ALCOHOLS; UNSATURATED ALDEHYDES;

ALDEHYDES;

EID: 33644590522     PISSN: 08968446     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.supflu.2005.09.001     Document Type: Article

References (9)

1. M.B. Smith, and J. March Advanced Organic Chemistry fifth ed. 2001 Wiley-Interscience pp. 1197-1198
2. C.F. de Graauw, J.A. Peters, H. van Bekkum, and J. Huskens Meerwein-Ponndorf-Verley reductions and Oppenauer oxidations: an integrated approach: a review Synthesis 1994 1007 1017 (and references therein)
3. T. Ooi, H. Ichikawa, and K. Maruoka Practical approach to the Meerwein-Ponndorf-Verley reduction of carbonyl substrates with New aluminum catalysts Angew. Chem. Int. Ed. 40 2001 3610 3612
4. T. Ooi, T. Miura, Y. Itagaki, H. Ichikawa, and K. Maruoka Catalytic Meerwein-Ponndorf-Verley (MPV) and Oppenauer (OPP) reactions: remarkable acceleration of the hydride transfer by powerful bidentate aluminum alkoxides Synthesis 2002 279 291
5. S.P. Gubin, V.I. Menshov, V.M. Kirilets, E.Ya. Plopskii, and F. Tegai Hydrogenation of unsaturated bonds with isopropyl alcohol without catalyst (in Russian) Izv. Akad. Nauk. SSSR Ser. Khim. 1983 2835 2836
6. S.P. Gubin Supercritical hydrogenation without hydrogen and catalyst: feasibility of the method (in Russian) Doklad Akad. Nauk. 345 1995 490 492
7. T. Kamitanaka, T. Matsuda, and T. Harada Reduction of acetophenone using supercritical 2-propanol: the substituent effect and the deuterium kinetic isotope effect Tetrahedron Lett. 44 2003 4551 4553
8. L. Sominsky, E. Rozental, H. Gottlieb, A. Gedanken, and S. Hoz Uncatalyzed Meerwein-Ponndorf-Oppenauer-Verley reduction of aldehydes and ketones under supercritical conditions J. Org. Chem. 69 2004 1492 1496
9. T. Nakagawa, H. Ozaki, T. Kamitanaka, H. Takagi, T. Matsuda, T. Kitamura, and T. Harada Reactions of supercritical alcohols with unsaturated hydrocarbons J. Supercrit. Fluids 27 2003 255 261