Chemoenzymatic synthesis of (S)-2-cyanopiperidine, a key intermediate in the route to (S)-pipecolic acid and 2-substituted piperidine alkaloids
Тип публикации: Journal Article
Дата публикации: 1998-05-01
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Краткое описание
The preparation of ( S )-2-cyanopiperidine 4 provides a new access to 2-substituted piperidines. This synthesis is based on an enantioselective ( R )-oxynitrilase-catalyzed reaction for the preparation of ( R )-(+)-6-bromo-2-hydroxyhexanenitrile 1 and the subsequent cyclization of this compound to yield the piperidine ring. The utilization of 4 as the starting material for the synthesis of ( S )-2-aminomethylpiperidine 6 , ( R )-(−)-coniine 10 and ( S )-(−)-pipecolic acid 13 is also described.
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ГОСТ
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Nazabadioko S. et al. Chemoenzymatic synthesis of (S)-2-cyanopiperidine, a key intermediate in the route to (S)-pipecolic acid and 2-substituted piperidine alkaloids // Tetrahedron Asymmetry. 1998. Vol. 9. No. 9. pp. 1597-1604.
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Nazabadioko S., Pérez R. M., Brieva R., Gotor V. Chemoenzymatic synthesis of (S)-2-cyanopiperidine, a key intermediate in the route to (S)-pipecolic acid and 2-substituted piperidine alkaloids // Tetrahedron Asymmetry. 1998. Vol. 9. No. 9. pp. 1597-1604.
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TY - JOUR
DO - 10.1016/S0957-4166(98)00140-2
UR - https://doi.org/10.1016/S0957-4166(98)00140-2
TI - Chemoenzymatic synthesis of (S)-2-cyanopiperidine, a key intermediate in the route to (S)-pipecolic acid and 2-substituted piperidine alkaloids
T2 - Tetrahedron Asymmetry
AU - Nazabadioko, Serge
AU - Pérez, Ramón Morillo-Velarde
AU - Brieva, Rosario
AU - Gotor, Vicente
PY - 1998
DA - 1998/05/01
PB - Elsevier
SP - 1597-1604
IS - 9
VL - 9
SN - 0957-4166
SN - 1362-511X
ER -
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@article{1998_Nazabadioko,
author = {Serge Nazabadioko and Ramón Morillo-Velarde Pérez and Rosario Brieva and Vicente Gotor},
title = {Chemoenzymatic synthesis of (S)-2-cyanopiperidine, a key intermediate in the route to (S)-pipecolic acid and 2-substituted piperidine alkaloids},
journal = {Tetrahedron Asymmetry},
year = {1998},
volume = {9},
publisher = {Elsevier},
month = {may},
url = {https://doi.org/10.1016/S0957-4166(98)00140-2},
number = {9},
pages = {1597--1604},
doi = {10.1016/S0957-4166(98)00140-2}
}
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MLA
Скопировать
Nazabadioko, Serge, et al. “Chemoenzymatic synthesis of (S)-2-cyanopiperidine, a key intermediate in the route to (S)-pipecolic acid and 2-substituted piperidine alkaloids.” Tetrahedron Asymmetry, vol. 9, no. 9, May. 1998, pp. 1597-1604. https://doi.org/10.1016/S0957-4166(98)00140-2.