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Synthesis of Chiral Dihydrobenzofurans and Phthalides by Asymmetric Transfer Hydrogenation via Dynamic Kinetic Resolution: A Strategy for Total Synthesis of Daldinins A,B, and C and Concentricolide
Authors:Lizhen Fang  Qinghua Lyu  Chenjuan Lu  Huanhuan Li  Saisai Liu  Lili Han
Abstract:A versatile and efficient strategy for the total synthesis of the anti‐HIV‐1 agent concentricolide and its analogues daldinins A, B, and C has been established. This strategy offers a mild and facile access to these benzo annulated compounds, bearing multiple stereocenters in good yield with 99% enantiomeric excess (ee) and 93% diastereomeric excess (de) values. Construction of the corresponding syn dihydrobenzofuran and phthalide groups can be achieved in one step by Noyori's asymmetric transfer hydrogenation, via dynamic kinetic resolution.
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Keywords:asymmetric hydrogenation  2,3-dihydrobenzofurans  concentricolide  daldinins  dynamic kinetic resolution  phthalides  total synthesis
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