Journal
ORGANIC LETTERS
Volume 5, Issue 4, Pages 519-522Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0274054
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[GRAPHICS] 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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