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Asymmetric reduction of 7,8‐difluoro‐3‐methyl‐2 H ‐1,4‐benzoxazine. Synthesis of a key intermediate of ( S )‐(‐)‐ofloxacin (DR‐3355)
Author(s) -
Atarashi Shohgo,
Tsurumi Hideaki,
Fujiwara Toshihiro,
Hayakawa Isao
Publication year - 1991
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570280222
Subject(s) - chemistry , ofloxacin , reduction (mathematics) , chemical reduction , stereochemistry , medicinal chemistry , antibiotics , ciprofloxacin , biochemistry , geometry , mathematics , electrode , electrochemistry
An efficient, highly enantioselective synthesis of ( S )‐(‐)‐7,8‐difluoro‐2,3‐dihydro‐3‐methyl‐4 H ‐1,4‐benzoxazine, a key intermediate of ( S )‐(‐)‐ofloxacin, using various chiral sodium triacyloxyborohydrides as reducing agents is reported.