Solsona Joan G, Romea Pedro, Urpí Fèlix, Vilarrasa Jaume
Departament de Química Orgànica, Universitat de Barcelona, Martí i Franqués 1-11, 08028 Barcelona, Catalonia, Spain.
Org Lett. 2003 Feb 20;5(4):519-22. doi: 10.1021/ol0274054.
[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.
[反应：见正文] 报道了基于乳酸衍生酮的高度立体选择性钛介导的羟醛反应。该过程的立体化学结果取决于烯醇化步骤中使用的保护基团（对甲氧基苄基或苄基）和路易斯酸（异丙氧基三氯化钛或四氯化钛），相应的反式-顺式或顺式-顺式羟醛以高产率制备，非对映体比例高达99:1。
