An efficient synthesis of a key intermediate towards (S)-(−)-nadifloxacin
1
Tokushima Research Institute, Otsuka Pharmaceutical Co., Ltd., Kagasuno 463-10, Kawauchi-cho, Tokushima 771-01, Japan
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Publication type: Journal Article
Publication date: 1995-01-01
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 .
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13
Total citations:
13
Citations from 2024:
1
(7.69%)
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GOST
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Seiji M. et al. An efficient synthesis of a key intermediate towards (S)-(−)-nadifloxacin // Tetrahedron Asymmetry. 1995. Vol. 6. No. 1. pp. 245-254.
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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.
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RIS
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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 -
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BibTex (up to 50 authors)
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@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}
}
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.