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Diastereoselective addition of organocerium(III) reagents derived from 3-substituted propargyl bromides to aldehydes

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Diastereoselective addition of organocerium(III) reagents derived from 3-substituted propargyl bromides to aldehydes

Type of Publication: Journal article
URI (citable link): http://nbn-resolving.de/urn:nbn:de:bsz:352-opus-46020
Author: Groth, Ulrich; Kesenheimer, Christian; Neidhöfer, Jürgen
Year of publication: 2006
Published in: Synlett ; 2006 (2006), 12. - pp. 1859-1862. - ISSN 0936-5214. - eISSN 1437-2096
DOI (citable link): https://dx.doi.org/10.1055/s-2006-947349
Summary:
Various cerium allenyl reagents were generated by transmetallation of allenyl Grignard compounds with CeCl3 and sub­sequent conversion into homopropargylic alcohols by addition to various aliphatic and aromatic aldehydes. The α-acetylenic alcohols were obtained with regioselectivities and diastereoselectivities up to 98% de in favor of the threo-diastereomers.
Subject (DDC): 540 Chemistry
Keywords: lanthanides, organometallic reagents, addition reactions, diastereoselectivity, regioselectivity
Link to License: Attribution-NonCommercial-NoDerivs 2.0 Generic
Bibliography of Konstanz: Yes

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GROTH, Ulrich, Christian KESENHEIMER, Jürgen NEIDHÖFER, 2006. Diastereoselective addition of organocerium(III) reagents derived from 3-substituted propargyl bromides to aldehydes. In: Synlett. 2006(12), pp. 1859-1862. ISSN 0936-5214. eISSN 1437-2096. Available under: doi: 10.1055/s-2006-947349

@article{Groth2006Diast-9721, title={Diastereoselective addition of organocerium(III) reagents derived from 3-substituted propargyl bromides to aldehydes}, year={2006}, doi={10.1055/s-2006-947349}, number={12}, volume={2006}, issn={0936-5214}, journal={Synlett}, pages={1859--1862}, author={Groth, Ulrich and Kesenheimer, Christian and Neidhöfer, Jürgen} }

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