Highly stereoselective aldol reactions of titanium enolates from lactate-derived chiral ketones |
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Authors: | Solsona Joan G Romea Pedro Urpí Fèlix Vilarrasa Jaume |
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Affiliation: | Departament de Química Orgànica, Universitat de Barcelona, Martí i Franqués 1-11, 08028 Barcelona, Catalonia, Spain. |
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Abstract: | [reaction: see text] Highly stereoselective titanium-mediated aldol reactions based on lactate-derived ketones are reported. The stereochemical outcome of the process depends on the protecting group (PMB or Bn) and the Lewis acid (i-PrOTiCl(3) or TiCl(4)) used in the enolization step, the corresponding anti-syn or syn-syn aldols being prepared in high yields and with diastereomeric ratios up to 99:1. |
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