Sandra Fuermeier et.al.: Expanding the Field of Phosphorus-Containing Fatty
Acid Derivatives:Synthesis of 1,2-Oxaphospholene Derivatives and Alkenyl Phosphonates
from
a-Keto Allenes
- Author(s): Sandra
Fuermeier, Maureen M. L. Lau, Marcel S. F. Lie Ken Jie,[, Arne Luetzen, Juergen O. Metzger
- Title: Expanding the Field of Phosphorus-Containing Fatty Acid
Derivatives:
- Date of Upload: 2003
- Article: Eur. J. Org. Chem. 2003, 4874-4878, Department of Chemistry, University
of Oldenburg, Carl-von-Ossietzky-Str. 9-11, 26129 Oldenburg, Germany, Department
of Chemistry, The University of Hong Kong,Pokfulam Road, Hong Kong, SAR, China
- Keywords: Alkenes, Allenes, Fatty acids, NMR spectroscopy,
Phosphites, sustainable development, renewable feedstock, vegetable oil, plant
oil
- Abstract:
- The first successful preparation of phosphorus-containing heterocyclic fatty
acid derivatives is described. Reaction ofthe C18 a-keto
allene 1 and the C18 a-keto chloroallene
2 with trimethyl phosphite gave the 1,2-oxaphospholene derivatives 4 and 6,
respectively. Hydrolysis of 4 and 6 furnished the corresponding alkenyl phosphonate
5 and alkenyl chlorophosphonate 7, respectively. a-Chloro-a'
keto allene 3 gave the oxaphospholene derivative 8. The various intermediates
and products were identified by a combination of spectroscopic and spectrometric
techniques.
- URL: http://www.chemie.uni-oldenburg.de/oc/metzger/publikationen/pdf/101.pdf
(application/pdf)
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