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An efficient asym. synthesis of (2S,3S)-beta -hydroxyleucine is described. The key step in the synthesis was a highly diastereoselective nucleophilic addn. of Grignard reagent to N,N-dibenzyl-O-TBS-serinal (TBS = SiMe2CMe3). This strategy should be applicable to the synthesis of other related beta -hydroxy amino acids. [on SciFinder (R)]
Alkynes are found in a multitude of natural or synthetic bioactive compounds. In addition to the capacity of these chemical motifs to impact the physicochemical properties of a molecule of interest, the well-established reactivity of alkynes makes them ...
Jérôme Waser, Julien Aymeric Borrel