Tetrahedron: Asymmetry

Synthesis of a key intermediate of levofloxacin via enantioselective hydrogenation catalyzed by iridium (I) complexes

K Satoh, M Inenaga, K Kanai

Index: Satoh, Koji; Inenaga, Minako; Kanai, Kazuaki Tetrahedron Asymmetry, 1998 , vol. 9, # 15 p. 2657 - 2662

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Citation Number: 67

Abstract

Levofloxacin 1, a potent antibacterial agent on the market that exhibits potent activity against Gram-positive and Gram-negative bacteria,1 and 2possesses a methyl group at the C-3 position with an (S)-configuration of the oxazine ring. Although various synthetic methods to (S)-(−)-7,8 -difluoro-2,3-dihydro-3-methyl-4H-1,4-benzoxazine 2, which is one of the key intermediates for 1, by resolution,[2]asymmetric hydrolysis with enzyme,[3]asymmetric reduction utilizing a ...