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The sulfinimine asymmetric Strecker synthesis, the addition of ethyl aluminum cyano alkoxide, “EtAl(OR)CN”, to sulfinimine 10, has been applied to a concise highly efficient four-step enantioselective synthesis of ( R )-(4-methoxy-3,5-dihydroxyphenyl)glycine ( 3 ) and its derivatives in >97% ee. These epimerization-sensitive arylglycines are precursors of the key central amino acid of vancomycin and related glycopeptide antibiotics.
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Davis et al. (1998) studied this question.
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