volume 6 issue 1 pages 245-254

An efficient synthesis of a key intermediate towards (S)-(−)-nadifloxacin

Seiji Morita 1
Kenji Otsubo 1
Jun MATSUBARA 1
Tadaaki OHTANI 1
Minoru Uchida 1
1
 
Tokushima Research Institute, Otsuka Pharmaceutical Co., Ltd., Kagasuno 463-10, Kawauchi-cho, Tokushima 771-01, Japan
Publication typeJournal Article
Publication date1995-01-01
SJR
CiteScore
Impact factor
ISSN09574166, 1362511X
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
An efficient and highly enantioselective synthesis of ( S )-(−)-5,6-difluoro-2-methyl-1,2,3,4-tetrahydroquinoline (4b) , a key intermediate in the synthesis of ( S )-(−)-nadifloxacin ( 2 ), was carried out by using a cross-coupling reaction. Also α,β-acetylenic ketones 14a,b underwent an asymmetric reduction using various chiral reagents to afford the corresponding propargylic alcohols 8a,b in good yield and excellent enantiomeric excess, which can be easily converted to butanol 9 .
Found 
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GOST |
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GOST Copy
Seiji M. et al. An efficient synthesis of a key intermediate towards (S)-(−)-nadifloxacin // Tetrahedron Asymmetry. 1995. Vol. 6. No. 1. pp. 245-254.
GOST all authors (up to 50) Copy
Morita S., Otsubo K., MATSUBARA J., OHTANI T., Uchida M. An efficient synthesis of a key intermediate towards (S)-(−)-nadifloxacin // Tetrahedron Asymmetry. 1995. Vol. 6. No. 1. pp. 245-254.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/0957-4166(94)00381-K
UR - https://doi.org/10.1016/0957-4166(94)00381-K
TI - An efficient synthesis of a key intermediate towards (S)-(−)-nadifloxacin
T2 - Tetrahedron Asymmetry
AU - Morita, Seiji
AU - Otsubo, Kenji
AU - MATSUBARA, Jun
AU - OHTANI, Tadaaki
AU - Uchida, Minoru
PY - 1995
DA - 1995/01/01
PB - Elsevier
SP - 245-254
IS - 1
VL - 6
SN - 0957-4166
SN - 1362-511X
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{1995_Seiji,
author = {Seiji Morita and Kenji Otsubo and Jun MATSUBARA and Tadaaki OHTANI and Minoru Uchida},
title = {An efficient synthesis of a key intermediate towards (S)-(−)-nadifloxacin},
journal = {Tetrahedron Asymmetry},
year = {1995},
volume = {6},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/0957-4166(94)00381-K},
number = {1},
pages = {245--254},
doi = {10.1016/0957-4166(94)00381-K}
}
MLA
Cite this
MLA Copy
Seiji, Morita, et al. “An efficient synthesis of a key intermediate towards (S)-(−)-nadifloxacin.” Tetrahedron Asymmetry, vol. 6, no. 1, Jan. 1995, pp. 245-254. https://doi.org/10.1016/0957-4166(94)00381-K.