Pd-Catalyzed asymmetric transformations involving P*-mono- and P*,N-bidentate diamidophosphites derived from (2S,3S)-N 2,3-dimethyl-N 1-phenylpentane-1,2-diamine
Autor: | Vadim A. Davankov, Alexei A. Shiryaev, O. V. Potapova, I. V. Chuchelkin, I. M. Novikov, Konstantin N. Gavrilov, E. A. Rastorguev, Pavel V. Petrovskii, Sergey V. Zheglov |
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Rok vydání: | 2012 |
Předmět: | |
Zdroj: | Russian Chemical Bulletin. 61:1925-1932 |
ISSN: | 1573-9171 1066-5285 |
DOI: | 10.1007/s11172-012-0267-3 |
Popis: | The synthesis of new P*-mono- and P*,N-bidentate diamidophosphites, containing 1,3,2-diazaphospholidine rings formed starting from (2S,3S)-N 2,3-dimethyl-N 1-phenylpentane-1,2-diamine, is described. Comparison of their efficiency in the Pd-catalyzed enantioselective allylation with (E)-1,3-diphenylallyl acetate showed that up to 97% ee was reached in the reaction involving dimethyl malonate as a C-nucleophile. The Pd-catalyzed desymmetrization of N,N′-ditosyl-meso-cyclopent-4-ene-1,3-diol biscarbamate gave up to 61% ee. |
Databáze: | OpenAIRE |
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