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Highly stereoselective titanium-mediated addition of organocerium reagents to β-keto amides: an efficient synthesis of stereodefined β-hydroxy amides having a tertiary alcoholic fragment

✍ Scribed by Giuseppe Bartoli; Marcella Bosco; Enrico Marcantoni; Massimo Massaccesi; Samuele Rinaldi; Letizia Sambri


Book ID
104231245
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
79 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis


A highly efficient and stereoselective protocol for the TiCl 4 -mediated addition of organocerium reagents to b-keto amides is now available. The method allows the introduction of a large variety of carbon frameworks, including primary, secondary and tertiary alkyl chains, as well as aromatic, alkynylic and benzylic moieties, in high yields and with high stereoselection.


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✍ Giuseppe Bartoli; Marcella Bosco; Emanuela Di Martino; Enrico Marcantoni; Letizi 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 English ⚖ 342 KB 👁 1 views

A highly efficient and stereoselective technique for additions to syn-β-alkyl-β-hydroxy-α-methyl ketones is now available. The methodology is based on the conversion of the starting material into a trichlorotitanium alkoxide derivative, which is able to assume a stable cyclic arrangement exhibiting