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14th February 2014
Tet. Lett. 2014, 55, 1289-1291
anti-Selective enolboration–aldolization of propanoic acid
In this paper a systematic examination of enolboration–aldolization of propanoic acid led to an efficient synthesis of anti-β-hydroxy-α-methyl carboxylic acids in consistently high yields and diastereoselectivities by utilising β-bromodicyclohexylborane as the enolisation reagent and triethylamine as the base (Figure 1). As well as proposing a transition state that would account for the selectivity of the reaction (Figure 2).