The asymmetric synthesis of syn-β-substituted tryptophan derivatives was carried out by the Michael addition of chiral equivalent of nucleophilic glycine with sulfonylindoles, and high diastereo- and enantioselectivities were achieved. The resulting adducts were readily converted to syn-β-substituted tryptophans in 96% yield, indicating that the proposed method is a highly efficient route to chiral syn-β-substituted tryptophans.
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