Convenient syntheses of 2-, 5- and 6-fluoro- and 2,6-difluoro-l-DOPA
Publication type: Journal Article
Publication date: 2002-06-01
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
Alkylation under phase transfer conditions of the chiral glycine synthon 2 (prepared from the commercially available Oppolzer chiral sultam) with fluorinated analogues of 3,4-dimethoxybenzyl chloride proceeded with high diastereoselectivity. Hydrolysis of the Schiff base, removal of the chiral auxiliary and HBr demethylation produced 2-, 5-, 6-fluoro- and 2,6-difluoro- l -DOPA in e.e. of >99%.
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Total citations:
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Deng W., Wong K. A., Kirk K. Convenient syntheses of 2-, 5- and 6-fluoro- and 2,6-difluoro-l-DOPA // Tetrahedron Asymmetry. 2002. Vol. 13. No. 11. pp. 1135-1140.
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Deng W., Wong K. A., Kirk K. Convenient syntheses of 2-, 5- and 6-fluoro- and 2,6-difluoro-l-DOPA // Tetrahedron Asymmetry. 2002. Vol. 13. No. 11. pp. 1135-1140.
Cite this
RIS
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TY - JOUR
DO - 10.1016/s0957-4166(02)00321-x
UR - https://doi.org/10.1016/s0957-4166(02)00321-x
TI - Convenient syntheses of 2-, 5- and 6-fluoro- and 2,6-difluoro-l-DOPA
T2 - Tetrahedron Asymmetry
AU - Deng, Weiping
AU - Wong, Kelli A.
AU - Kirk, KennethL.
PY - 2002
DA - 2002/06/01
PB - Elsevier
SP - 1135-1140
IS - 11
VL - 13
SN - 0957-4166
SN - 1362-511X
ER -
Cite this
BibTex (up to 50 authors)
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@article{2002_Deng,
author = {Weiping Deng and Kelli A. Wong and KennethL. Kirk},
title = {Convenient syntheses of 2-, 5- and 6-fluoro- and 2,6-difluoro-l-DOPA},
journal = {Tetrahedron Asymmetry},
year = {2002},
volume = {13},
publisher = {Elsevier},
month = {jun},
url = {https://doi.org/10.1016/s0957-4166(02)00321-x},
number = {11},
pages = {1135--1140},
doi = {10.1016/s0957-4166(02)00321-x}
}
Cite this
MLA
Copy
Deng, Weiping, et al. “Convenient syntheses of 2-, 5- and 6-fluoro- and 2,6-difluoro-l-DOPA.” Tetrahedron Asymmetry, vol. 13, no. 11, Jun. 2002, pp. 1135-1140. https://doi.org/10.1016/s0957-4166(02)00321-x.