RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000084.xml
PDF herunterladen
Synthesis 2003(6): 0823-0828
DOI: 10.1055/s-2003-38677
DOI: 10.1055/s-2003-38677
PAPER
© Georg Thieme Verlag Stuttgart ˙ New YorkA Facile and Selective Synthetic Method for the Preparation of Aromatic Dialdehydes from Diesters via the Amine-Modified SMEAH Reduction System
Weitere Informationen
Received
21 October 2002
Publikationsdatum:
16. April 2003 (online)
Publikationsverlauf
Publikationsdatum:
16. April 2003 (online)
Abstract
A new reduction system employing N-methylpiperazine-modified sodium bis(2-methoxyethoxy)aluminum hydride (NMP-SMEAH) for the conversion of aromatic diesters to dialdehydes is described. The method is plain and efficient, and can be carried out under mild and operationally simple conditions applicable for large scale productions.
Key words
aldehydes - amines - esters - hydrides - reductions
- 1
Nagayama K.Shimizu I.Yamamoto A. Bull. Chem. Soc. Jpn. 2001, 74: 803 - 2
Brown HC.Rao BCS. J. Am. Chem. Soc. 1958, 80: 5377 - 3
Comprehensive Organic Synthesis
Vol. 8:
Trost BM. Pergamon; Oxford: 1991. p.259-305MissingFormLabel - 4
Muraki M.Mukaiyama T. Chem. Lett. 1975, 215 - 5
Zakharkin LI.Khorlina IM. Tetrahedron Lett. 1962, 619 - 6
Cha JS.Kwon SS. J. Org. Chem. 1987, 57: 5487 - 7a
Weissman PM.Brown HC. J. Org. Chem. 1966, 31: 283 - 7b
Zlatiodsky P. Helv. Chim. Acta 1994, 77: 150 - 8
Zakharkin LI.Gavrilenko VV.Maslin DN.Khorlina IM. Tetrahedron Lett. 1963, 29: 2087 - 9
Yoon NM.Ahn JH.An DK.Shon YS. J. Org. Chem. 1993, 58: 1941 - 10
Kanazawa R.Tokoroyama T. Synthesis 1976, 527 - 11
Abe T.Haga T.Negi S.Morita Y.Takayanagi K.Hamamura K. Tetrahedron 2001, 57: 2701 - 12
Teshima S, andAsako Y. inventors; Jpn. Kokai Tokkyo Koho JP 2001031598. 2001MissingFormLabel - 13
Konishi K,Matsuoka M, andKitao T. inventors; Jpn. Kokai Tokkyo Koho JP 49050020.MissingFormLabel - 14
Gruetzmacher GD. inventors; U. S. Pat. US 4567048. 1986MissingFormLabel - 15
Sanada K,Kawai S, andEndo T. inventors; Jpn. Kokai Tokkyo Koho JP 06135936.MissingFormLabel - 16
Adamczyk M.Rajarathnam E. Tetrahedron: Asymmetry 1998, 9: 3919 - 17
Novikova TS.Barashkov NN.Yassar A.Hmyene M.Ferraris JP. Synth. Met. 1996, 83: 47 - 18
Taussig PR, andStorms PW. inventors; U. S. Pat. US 3448156. 1969MissingFormLabel - 19
Matsuoka M.Ishisaka M.Kitao T.Konishi K. Nippon Kagaku Kaishi 1974, 3: 603 - 20
Teshima S,Konishi M,Tariji K,Asako Y, andMiki S. inventors; Eur. Pat. EP 995734.MissingFormLabel - 21
White RL.Spenser ID. J. Am. Chem. Soc. 1982, 104: 4934