A new strategy has been developed for the synthesis of α-aryl-α-fluoro-β-lactams via the Suzuki cross-coupling of α-bromoα-fluoro-β-lactam with a range of different aryl-(9-BBN) reagents. This method provides facile access to multisubstituted α-fluoro-β-lactams in a diastereoselective manner. The synthetic utility of α-bromo-α-fluoroβ-lactam has been demonstrated by the arylation of α-bromo-α-fluoroβ-lactam.
Stereoselective Suzuki Coupling Reaction of an -Bromo--fluoro--lactam. -In contrast to aryl-(9-BBN) derivatives, alkyl-and alkenyl-(9-BBN) reagents are unsuitable coupling partners. The transformation of chiral substrates proceeds diastereoselectively and without loss of enantiomeric purity. -(TARUI, A.; MIYATA, E.; TANAKA, A.; SATO, K.; OMOTE, M.; ANDO*, A.; Synlett 26 (2015) 1, 55-58, http://dx.
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