Skip to main content
. Author manuscript; available in PMC: 2020 Mar 9.
Published in final edited form as: Nat Catal. 2019 Sep 9;2(10):882–888. doi: 10.1038/s41929-019-0336-1

Fig. 2.

Fig. 2

Lithiation/Negishi coupling of cyclic Boc-amines. a, The Negishi coupling of α-zincated Boc-piperidine 1 furnishes racemic C-2 (2) and C-3 (3) arylated products with good site-selectivity in the presence of appropriate phosphine ligands L1-L2. b, Enantioselective lithiation and direct Negishi coupling is effective for Boc-pyrrolidine, but not for Boc-piperidine. c, This work: design of a site- and enantioselective functionalization of Boc-1,3-oxazinanes and application to the synthesis of β-amino acids. Boc = tert-butyloxycarbonyl; TMEDA = N,N,N′,N′-tetramethylethylenediamine; dba = dibenzylideneacetone; NN* = chiral diamine; sp = sparteine.