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Synthesis of P-Chiral Dihydrobenzooxaphospholes Through Negishi Cross-Coupling
Joshua D Sieber1, Bo Qu1, Sonia Rodríguez1
1Chemical Development, Boehringer Ingelheim Pharmaceuticals, Incorporated , 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States.
Abstract:
An efficient Negishi cross-coupling was developed for the synthesis of the biaryl axes present in useful P-chiral dihydrobenzooxaphosphole ligands. This approach has allowed for the synthesis of new derivatives of these ligands that were not accessible by the previous route employing Suzuki-Miyaura cross-coupling. The use of Pd2(dba)3/BI-DIME as the catalyst system affords the desired biaryl compounds in good yields with excellent rates and with catalyst loadings as low as 0.25 mol %.
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