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Effects of Lewis acids on higher order, mixed cuprate couplings

✍ Scribed by Bruce H. Lipshutz; David A. Parker; Joseph A. Kozlowski; Sam L. Nguyen


Book ID
104234064
Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
196 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis


The p~ti~ce 06 BF3-Et20 in ~~eactitti ~6 R2Cu(CN)Li and R (Z-~h&xy~JCu(CNJL~ u&h epotidti formed insoluble g-s UpOIl addition to RT(2-thienyl)Ca(CN)Li2, 2, RT = vinyl, at -7goC. &lY m3*Et20 afforded the desired oyclohexanone to any significant degree. Trimethylborate was also of no consequence, as was its use essentially as co-solvent.6


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Several different types of reactions characteristic of organocuprates have been studied using reagents RTRRCu(CN)LiNa derived from CuCN and on8 equivalent each of an organolithium (RTLI) and organosodium (RRNa) species. Modern organocuprate chemistry derives, in essence, from early observations in w