Abstract
Traditional aldol reactions of boron enolates yield 1,5-anti diastereomers; forming the 1,5-syn diastereomer has proven to be challenging. This report describes that both PMB and TBS protecting groups of β-tert-butyl methyl ketones will result in 1,5-syn stereocontrol when reacting with an achiral aldehyde. These outcomes can be explained by theoretical calculations of transition states.
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