Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2009(9): 1578-1581
DOI: 10.1055/s-0028-1088026
DOI: 10.1055/s-0028-1088026
PSP
© Georg Thieme Verlag
Stuttgart ˙ New York
Conversion of Primary Alcohols and Aldehydes into Methyl Esters by Ruthenium-Catalysed Hydrogen Transfer Reactions
Further Information
Received
5 December 2008
Publication Date:
14 April 2009 (online)
Publication History
Publication Date:
14 April 2009 (online)
Abstract
Alcohols and aldehydes are oxidised to the corresponding methyl esters by reaction with methanol in the presence of crotononitrile as a hydrogen acceptor using a catalyst combination of Ru(PPh3)3(CO)H2 with xantphos.
Key words
alcohols - esters - ruthenium - catalysis - hydrogen transfer
-
1a
Wang C.Wu X.Xiao J. Chem. Asian J. 2008, 3: 1750 -
1b
Palmer MJ.Wills M. Tetrahedron: Asymmetry 1999, 10: 2045 -
1c
Gladiali S.Alberico E. Chem. Soc. Rev. 2006, 35: 226 - 2 For example, see:
Hanasaka F.Fujita K.Yamaguchi R. Organometallics 2004, 23: 1490 -
3a
Blum Y.Reshef D.Shvo Y. Tetrahedron Lett. 1981, 22: 1541 -
3b
Murahashi S.-I.Naota T.Ito K.Maeda Y.Taki H. J. Org. Chem. 1987, 52: 4319 -
3c
Izumi A.Obora Y.Sakaguchi S.Ishii Y. Tetrahedron Lett. 2006, 47: 9199 -
3d
Fujita K.-i.Asai C.Yamaguchi T.Hanasaka F.Yamaguchi R. Org. Lett. 2005, 7: 4017 - 4
Zhang J.Leitus G.Ben-David Y.Milstein D. J. Am. Chem. Soc. 2005, 127: 10840 -
5a
Suzuki T.Morita K.Tsuchida M.Hiroi K. Org. Lett. 2002, 4: 2361 -
5b
Suzuki T.Matsuo T.Watanabe K.Katoh T. Synlett 2005, 1453 -
5c
Zhao J.Hartwig JF. Organometallics 2004, 24: 2441 - 6
Freixa Z.van Leeuwen PWNM. J. Chem. Soc., Dalton Trans. 2003, 1890 -
7a
Slatford PA.Whittlesey MK.Williams JMJ. Tetrahedron Lett. 2006, 47: 6787 -
7b
Pridmore SJ.Slatford PA.Williams JMJ. Tetrahedron Lett. 2007, 48: 5111 -
7c
Pridmore SJ.Slatford PA.Daniel A.Whittlesey MK.Williams JMJ. Tetrahedron Lett. 2007, 48: 5115 - 8
Hall MI.Pridmore SJ.Williams JMJ. Adv. Synth. Catal. 2008, 350: 1975 - 9
Owston NA.Parker AJ.Williams JMJ. Chem. Commun. 2008, 624 - 10
Foot JS.Kanno H.Giblin GMP.Taylor RJK. Synthesis 2003, 1055 - 11
Tohma H.Maegawa T.Kita Y. Synlett 2003, 723 -
12a
Su FZ.Ni J.Sun H.Cao Y.He HY.Fan KN. Chem. Eur. J. 2008, 14: 7131 -
12b
Enache DI.Knight DW.Hutchings GJ. Catal. Lett. 2005, 103: 43 -
13a
Gunanathan C.Ben-David Y.Milstein D. Science 2007, 317: 790 -
13b
Hamid MHSAH.Williams JMJ. Chem. Commun. 2007, 725 - 14
Anand N.Owston NA.Parker AJ.Slatford PA.Williams JMJ. Tetrahedron Lett. 2007, 48: 7761 - 15
Ledger AEW.Slatford PA.Lowe JP.Mahon MF.Whittlesey MK.Williams JMJ. Dalton Trans. 2009, 716 - 16
Durandetti M.Nedelec J.-Y.Perichon J. J. Org. Chem. 1996, 61: 1748 - 17
Yu M.Wen W.Wang Z. Synth. Commun. 2006, 36: 2851