A practical synthesis of (R)-3-chlorostyrene oxide starting from 3-chloroethylbenzene
Ken-ichi Tanaka
1
,
Mari Yasuda
1
1
Yokohama Research Center, Mitsubishi Chemical Corporation, 1000, Kamoshida-cho Aoba-ku, Yokohama, Kanagawa 227-8502, Japan
|
Publication type: Journal Article
Publication date: 1998-09-01
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
A novel and practical synthesis of ( R )-3-chlorostyrene oxide (−)- 1 was achieved starting from commercially available 3-chloroethylbenzene 3 . Enantiopure (−)-3-chlorostyrene bromohydrin (−)- 5 was obtained by the treatment of racemic (±)- 5 with lipase QL in the presence of acylating reagents. 3-Chloro-α,β-dibromoethylbenzene 4 , a precursor of (±)- 5 , was synthesized via the expeditious bromination of 3 which was developed by these authors.
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Tanaka K., Yasuda M. A practical synthesis of (R)-3-chlorostyrene oxide starting from 3-chloroethylbenzene // Tetrahedron Asymmetry. 1998. Vol. 9. No. 18. pp. 3275-3282.
GOST all authors (up to 50)
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Tanaka K., Yasuda M. A practical synthesis of (R)-3-chlorostyrene oxide starting from 3-chloroethylbenzene // Tetrahedron Asymmetry. 1998. Vol. 9. No. 18. pp. 3275-3282.
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TY - JOUR
DO - 10.1016/s0957-4166(98)00337-1
UR - https://doi.org/10.1016/s0957-4166(98)00337-1
TI - A practical synthesis of (R)-3-chlorostyrene oxide starting from 3-chloroethylbenzene
T2 - Tetrahedron Asymmetry
AU - Tanaka, Ken-ichi
AU - Yasuda, Mari
PY - 1998
DA - 1998/09/01
PB - Elsevier
SP - 3275-3282
IS - 18
VL - 9
SN - 0957-4166
SN - 1362-511X
ER -
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BibTex (up to 50 authors)
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@article{1998_Tanaka,
author = {Ken-ichi Tanaka and Mari Yasuda},
title = {A practical synthesis of (R)-3-chlorostyrene oxide starting from 3-chloroethylbenzene},
journal = {Tetrahedron Asymmetry},
year = {1998},
volume = {9},
publisher = {Elsevier},
month = {sep},
url = {https://doi.org/10.1016/s0957-4166(98)00337-1},
number = {18},
pages = {3275--3282},
doi = {10.1016/s0957-4166(98)00337-1}
}
Cite this
MLA
Copy
Tanaka, Ken-ichi, and Mari Yasuda. “A practical synthesis of (R)-3-chlorostyrene oxide starting from 3-chloroethylbenzene.” Tetrahedron Asymmetry, vol. 9, no. 18, Sep. 1998, pp. 3275-3282. https://doi.org/10.1016/s0957-4166(98)00337-1.