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Enantioselective hydrogenation of 3-alkylidenelactams: high-throughput screening provides a surprising solution
Tai-Yuen Yue1, William A Nugent
1Bristol-Myers Squibb Company, Process Research and Development Department, Chambers Works, P.O. Box 269, Deepwater, New Jersey 08023-0269, USA.
Abstract:
High-throughput screening of 256 potential catalysts (8 metal precursors x 32 phosphine ligands) has identified [(BDPP)Ir(COD)]BF4 as a catalyst for the enantioselective hydrogenation of 3-alkylidenelactams. This result is surprising given the highly flexible backbone of the BDPP ligand and the ineffectiveness of this catalyst in other applications. The asymmetric hydrogenation appears fairly general for five- and six-membered lactams and in one case has been scaled up to a 20 kg level.
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