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DOI:
10.1055/sos-SD-020-00343
Wolkenberg, S. E.; Garbaccio, R. M., Science of Synthesis, (2007) 20, 462.
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.
Meeeee 88 Meeeeeee ee Meeeee Meeeeeeeeeee[888]
M8M | Meeeeeeeee | ee | Meeee (%) ee 888 | Mee |
---|---|---|---|---|
M8M=MMMM8MeMe | Me8M, 8°M | >88:8 | 88 | [888] |
Me8MeMM | Me8M, 8°M | 8:8 | 88 | [888] |
8-MMM | MMM, 8°M | >88:8 | 88 | [888] |
References
[201] | Mee, M. M.; Meeeeee, M.; Meee, M.; Meee, M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 888. |