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Synthesis 2009(4): 557-560
DOI: 10.1055/s-0028-1083319
DOI: 10.1055/s-0028-1083319
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Highly Regioselective Preparation of 1,3-Dioxolane-4-methanol Derivatives from Glycerol Using Phosphomolybdic Acid
Further Information
Received
12 September 2008
Publication Date:
09 January 2009 (online)
Publication History
Publication Date:
09 January 2009 (online)

Abstract
Phosphomolybdic acid (PMA) forms a blue-colored complex with glycerol in a 1:10 molar ratio. The glycerolato complex catalyzes conversion of glycerol into 1,3-dioxolane-4-methanol derivatives with complete regiospecificity in high yields (>95%) and the catalyst can be recycled up to ten times without loss of activity or regiospecificity.
Key words
glycerol - phosphomolybdic acid - complexation - regiospecificity - 1,3-dioxolane-4-methanol
-
1a
Pagliaro M.Ciriminna R.Kimura H.Rossi M.Pina CD. Angew. Chem. Int. Ed. 2007, 46: 4434 -
1b
Corma A.Iborra S.Velty A. Chem. Rev. 2007, 107: 2411 -
1c
Armaroli N.Balzani V. Angew. Chem. Int. Ed. 2007, 46: 52 -
1d
Chheda JN.Huber GW.Dumesic JA. Angew. Chem. Int. Ed. 2007, 46: 7164 -
2a
Klepacova K.Mravec D.Kaszonyi A.Bajus M. Appl. Catal., A 2007, 328: 1 -
2b
Ott L.Bicker M.Vogel H. Green Chem. 2006, 8: 214 -
2c
Chai S.-H.Wang H.-P.Liang Y.Xu B.-Q. Green Chem. 2007, 9: 1130 - 3
Walsh RH. inventors; US 5268007. - 4
Seemuth PD. inventors; US 4457763. - 5
Jurczac J.Pikul S.Bauer T. Tetrahedron 1986, 42: 447 - 6
He DY.Li ZJ.Liu YQ.Qiu DX.Cai MS. Synth. Commun. 1992, 22: 2653 -
7a
Kazumasa H, andFurukawa Y. inventors; US 6143908. -
7b
Kazumasa H, andFurukawa Y. inventors; US 6124479. -
8a
Kozhevnikow IV. Chem. Rev. 1998, 98: 171 -
8b
Mizuno N.Misono M. Chem. Rev. 1998, 98: 199 -
8c
Misono M.Ono K.Aoshima GA. Pure Appl. Chem. 2000, 72: 1305 - 9
Kitamura M.Isobe M.Ichikawa Y.Goto T. J. Am. Chem. Soc. 1984, 106: 3252 -
10a
Izumi Y.Hasebe R.Urabe K. J. Catal. 1983, 84: 402 -
10b
Yadav JS.Satyanarayana M.Balanarsaiah E.Raghavendra S. Tetrahedron Lett. 2006, 47: 6095 -
10c
Nagaiah K.Sreenu D.Srinivasa Rao R.Vashishta G.Yadav JS. Tetrahedron Lett. 2006, 47: 4409 -
10d
Abd El-Wahab MMM.Said AA. J Mol. Catal. A: Chem. 2005, 240: 109 -
10e
Yadav JS.Raghavendra S.Satyanarayana M.Balanarsaiah E. Synlett 2005, 2461 -
11a
Radoslovich EW.Raupach M.Slade PG.Taylor RM. Aust. J. Chem. 1970, 23: 1963 -
11b
Taylor RM, andBrock AJ. inventors; US 4544761. - 12
Tsigdinos GA.Hallada CJ. Inorg. Chem. 1968, 7: 437