This title appears in the Scientific Report :
2003
Please use the identifier:
http://hdl.handle.net/2128/2434 in citations.
Please use the identifier: http://dx.doi.org/10.1021/jo0264729 in citations.
A short olefin metathesis-based route to enantiomerically pure arylated dihydropyrans and a,ß-unsaturated delta-Valero lactones
A short olefin metathesis-based route to enantiomerically pure arylated dihydropyrans and a,ß-unsaturated delta-Valero lactones
The synthesis of arylated dihydropyrans and unsaturated lactones starting from enantiomerically pure alpha-hydroxy ketones (prepared by an enzyme-catalyzed benzoin condensation) is described. The key steps are a highly diastereoselective addition of vinyl metal compounds under chelate control and a...
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Personal Name(s): | Wildemann, H. |
---|---|
Dünkelmann, P. / Müller, M. / Schmidt, B. | |
Contributing Institute: |
Biotechnologie 2; IBT-2 |
Published in: | The @journal of organic chemistry, 68 (2003) S. 799 - 804 |
Imprint: |
[S.l.]
American Chemical Society
2003
|
Physical Description: |
799 - 804 |
PubMed ID: |
12558401 |
DOI: |
10.1021/jo0264729 |
Document Type: |
Journal Article |
Research Program: |
Biotechnologie |
Series Title: |
Journal of Organic Chemistry
68 |
Subject (ZB): | |
Link: |
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Publikationsportal JuSER |
Please use the identifier: http://dx.doi.org/10.1021/jo0264729 in citations.
The synthesis of arylated dihydropyrans and unsaturated lactones starting from enantiomerically pure alpha-hydroxy ketones (prepared by an enzyme-catalyzed benzoin condensation) is described. The key steps are a highly diastereoselective addition of vinyl metal compounds under chelate control and a ruthenium-catalyzed ring-closing olefin metathesis reaction. Elucidation of the relative configuration of the final products was achieved by NOE experiments. |