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Catalytic Enantioselective Synthesis of β-Amino Acids

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The group of Davies at Buffalo (NY) has found that a rhodium catalyst can insert into a C-H bond of an NMe group, and this methodology can be used to prepare β-amino acids via a novel C-C bond formation (Davies HMC et al, Angew Chem Int Edn, 2002, 41, 2197). Interestingly, with allylic methylamines (Boc-protected), the diazocompound inserts into the CH3 group rather than the allyl group. Cbz protection can be used instead of Boc, but Fmoc and Teoc gave lower yields.

Catalytic Enantioselective Synthesis of β-Amino Acids