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Abstract:
The concept of treating chiral α- and β-alkoxy aldehydes with bicoordinate Lewis acids such as TiCl4, SnCl4, or MgBr2 followed by the addition of carbon nucleophiles for achieving chelation control with 1,2- and 1,3-asymmetric induction, respectively, was introduced three decades ago and has since evolved into a general method. In the case of enol silanes, the chelation-controlled Mukaiyama aldol reaction is involved, which has been used in recent natural products syntheses.
