Use of allylzinc halide as a source of halide: Differential addition of nucleophiles to Ts-aziridines and aldehydes under similar reaction conditions
Тип публикации: Journal Article
Дата публикации: 2019-01-01
scimago Q3
wos Q3
БС2
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Краткое описание
We have observed that the allylic zinc halide under identical reaction conditions acts in different modes for different electrophiles. For Ts-aziridines the halide part of the allylic halide has been introduced as a nucleophile and for the carbonyl compounds the simple allylation reaction occurs. To the best of our knowledge this is the first report where the allylic zinc halide is the source of halide acting as nucleophile. The main advantages of the present procedure are easy to handle, no need of inert atmosphere, mild reaction conditions, and applicability to a wide variety of substrates for aziridines and carbonyl compounds.
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Santra S. et al. Use of allylzinc halide as a source of halide: Differential addition of nucleophiles to Ts-aziridines and aldehydes under similar reaction conditions // Tetrahedron Letters. 2019. Vol. 60. No. 3. pp. 276-283.
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Santra S., Samanta S., Mukherjee A., Zyryanov G. V., Majee A. Use of allylzinc halide as a source of halide: Differential addition of nucleophiles to Ts-aziridines and aldehydes under similar reaction conditions // Tetrahedron Letters. 2019. Vol. 60. No. 3. pp. 276-283.
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TY - JOUR
DO - 10.1016/j.tetlet.2018.12.027
UR - https://doi.org/10.1016/j.tetlet.2018.12.027
TI - Use of allylzinc halide as a source of halide: Differential addition of nucleophiles to Ts-aziridines and aldehydes under similar reaction conditions
T2 - Tetrahedron Letters
AU - Santra, Sougata
AU - Samanta, Satyajit
AU - Mukherjee, A.
AU - Zyryanov, Grigory V
AU - Majee, Adinath
PY - 2019
DA - 2019/01/01
PB - Elsevier
SP - 276-283
IS - 3
VL - 60
SN - 0040-4039
SN - 1873-3581
ER -
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@article{2019_Santra,
author = {Sougata Santra and Satyajit Samanta and A. Mukherjee and Grigory V Zyryanov and Adinath Majee},
title = {Use of allylzinc halide as a source of halide: Differential addition of nucleophiles to Ts-aziridines and aldehydes under similar reaction conditions},
journal = {Tetrahedron Letters},
year = {2019},
volume = {60},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/j.tetlet.2018.12.027},
number = {3},
pages = {276--283},
doi = {10.1016/j.tetlet.2018.12.027}
}
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Santra, Sougata, et al. “Use of allylzinc halide as a source of halide: Differential addition of nucleophiles to Ts-aziridines and aldehydes under similar reaction conditions.” Tetrahedron Letters, vol. 60, no. 3, Jan. 2019, pp. 276-283. https://doi.org/10.1016/j.tetlet.2018.12.027.