Enantio- and diastereoselective asymmetric allylic alkylation catalyzed by a planar-chiral cyclopentadienyl ruthenium complex

We report asymmetric allylic alkylation of allylic chloride with β-diketones as the prochiral carbon nucleophiles using a planar-chiral Cp'Ru catalyst. The reaction proceeds under mild conditions; the resulting chiral products containing vicinal tertiary stereocenters are obtained with high reg...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2015-07, Vol.51 (54), p.10895-10898
Hauptverfasser: Kanbayashi, Naoya, Hosoda, Kazuki, Kato, Masanori, Takii, Koichiro, Okamura, Taka-aki, Onitsuka, Kiyotaka
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Sprache:eng
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Zusammenfassung:We report asymmetric allylic alkylation of allylic chloride with β-diketones as the prochiral carbon nucleophiles using a planar-chiral Cp'Ru catalyst. The reaction proceeds under mild conditions; the resulting chiral products containing vicinal tertiary stereocenters are obtained with high regio-, diastereo-, and enantioselectivities. These chiral products can then be transformed into a chiral diol by controlling the four stereocentres.
ISSN:1359-7345
1364-548X
DOI:10.1039/c5cc02414e