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20.2.7.1.3.5.2 Method 2: Addition to Chiral Sulfinimines

DOI: 10.1055/sos-SD-020-00343

Wolkenberg, S. E.; Garbaccio, R. M.Science of Synthesis, (200720462.

The addition of nucleophiles to chiral sulfinimines 248 already containing the carboxylate moiety has been reported (Scheme 66).[‌201‌] Only two quaternary amino sulfinamides are produced by this method and 9-borabicyclo[3.3.1]nonane is shown to give stereoselective reduction as well. Deprotection of the addition products 249 to the amino acids is straightforward via a two-step sequence.

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References


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