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Beilstein J. Org. Chem. 2018, 14, 553–559, doi:10.3762/bjoc.14.42
Graphical Abstract
Figure 1: Structures of pregabalin and methylpregabalin.
Scheme 1: Synthesis of the nitroalkene 6.
Scheme 2: Catalyst screening in the Michael addition of dimethyl malonate to nitroalkene 6.
Scheme 3: Synthesis of catalysts (Sa,R,R)-C8 and (Sa,S,S)-C8.
Figure 2: Transition state models for the reaction of (R)-6 with dimethyl malonate using catalyst C7 (M06-2X/...
Scheme 4: Synthesis of 4-methylpregabalin (1).