Diastereoselective addition of organocerium(III) reagents derived from 3-substituted propargyl bromides to aldehydes
Diastereoselective addition of organocerium(III) reagents derived from 3-substituted propargyl bromides to aldehydes
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2006
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Synlett ; 2006 (2006), 12. - pp. 1859-1862. - ISSN 0936-5214. - eISSN 1437-2096
Abstract
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.
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540 Chemistry
Keywords
lanthanides,organometallic reagents,addition reactions,diastereoselectivity,regioselectivity
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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-2006-947349BibTex
@article{Groth2006Diast-9721, year={2006}, doi={10.1055/s-2006-947349}, title={Diastereoselective addition of organocerium(III) reagents derived from 3-substituted propargyl bromides to aldehydes}, 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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