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. 2020 Nov 3;26(69):16241–16245. doi: 10.1002/chem.202002449

Scheme 4.

Scheme 4

Synthesis of Fmoc‐protected d‐norleucine via rhodium‐catalyzed hydroamination. a) aq. HCl, Et2O, r.t., 24 h; b) PGCl, Na2CO3, dioxane, 0 °C to r.t., 17 h; c) K2OsO2(OH)4, NMO, acetone, H2O, THF, 18 h, PG=Fmoc 79 %, PG=Cbz 91 %; d) NaIO4, THF/H2O, 2 h; e) NaClO2, NaH2PO4, tBuOH/H2O, PG=Fmoc 1.5 h 70 %, PG=Cbz 20 h, 82 %. NMO=N‐Methylmorpholine N‐oxide.