Addition of Cerium Reagents Derived from (Trimethylsilyl)propargyl Bromide to Aldehydes
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| Type of Publication: | Journal article |
| URI (citable link): | http://nbn-resolving.de/urn:nbn:de:bsz:352-opus-47109 |
| Author: | Eckenberg, Peter; Groth, Ulrich; Köhler, Thomas |
| Year of publication: | 1994 |
| Published in: | Liebigs Annalen der Chemie ; 1994 (1994), 7. - pp. 673-677. - ISSN 0170-2041. - eISSN 1099-0690 |
| DOI (citable link): | https://dx.doi.org/10.1002/jlac.199419940707 |
| Summary: |
The addition of (trimethylsilyl)propargylmagnesium bromide (9) to aldehydes afforded predominantly the allenylic alcohols rac-10. The regioselectivity of this addition changes dramatically when organocerium reagents were used for the addition. In this case nearly exclusive formation of the homopropargylic alcohols rac-8 was observed. Highest selectivity for this process was obtained when cerium(III) isopropoxide (13) was used as a precursor for the formation of the organocerium reagent.
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| Subject (DDC): | 540 Chemistry |
| Keywords: | Cerium Compounds, 1,7-Octadiynes, substituted, Allenes, Stereoids |
| Link to License: | Attribution-NonCommercial-NoDerivs 2.0 Generic |
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ECKENBERG, Peter, Ulrich GROTH, Thomas KÖHLER, 1994. Addition of Cerium Reagents Derived from (Trimethylsilyl)propargyl Bromide to Aldehydes. In: Liebigs Annalen der Chemie. 1994(7), pp. 673-677. ISSN 0170-2041. eISSN 1099-0690. Available under: doi: 10.1002/jlac.199419940707
@article{Eckenberg1994Addit-9844, title={Addition of Cerium Reagents Derived from (Trimethylsilyl)propargyl Bromide to Aldehydes}, year={1994}, doi={10.1002/jlac.199419940707}, number={7}, volume={1994}, issn={0170-2041}, journal={Liebigs Annalen der Chemie}, pages={673--677}, author={Eckenberg, Peter and Groth, Ulrich and Köhler, Thomas} }
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