Unanticipated Silyl Transfer in Enantioselective α,β-Unsaturated Acyl Ammonium Catalysis Using Silyl Nitronates
Тип публикации: Journal Article
Дата публикации: 2019-12-23
scimago Q1
wos Q1
БС1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5
ISSN: 15237060, 15237052
PubMed ID:
31868371
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
The use of silyl nitronates is reported for the isothiourea-catalyzed synthesis of γ-nitro-substituted silyl esters containing up to two contiguous stereocenters in good yields with excellent enantioselectivities (up to 93% yield and 99:1 er). The serendipitously discovered formation of silyl ester products in this reaction demonstrates a novel platform for catalyst turnover in α,β-unsaturated acyl ammonium catalysis.
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Matviitsuk A. et al. Unanticipated Silyl Transfer in Enantioselective α,β-Unsaturated Acyl Ammonium Catalysis Using Silyl Nitronates // Organic Letters. 2019. Vol. 22. No. 1. pp. 335-339.
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Matviitsuk A., Greenhalgh M. D., Taylor J. E., Nguyen X. B., Cordes D. B., Slawin A. M. Z., Lupton D., Smith A. D. Unanticipated Silyl Transfer in Enantioselective α,β-Unsaturated Acyl Ammonium Catalysis Using Silyl Nitronates // Organic Letters. 2019. Vol. 22. No. 1. pp. 335-339.
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TY - JOUR
DO - 10.1021/acs.orglett.9b04404
UR - https://doi.org/10.1021/acs.orglett.9b04404
TI - Unanticipated Silyl Transfer in Enantioselective α,β-Unsaturated Acyl Ammonium Catalysis Using Silyl Nitronates
T2 - Organic Letters
AU - Matviitsuk, Anastassia
AU - Greenhalgh, Mark D.
AU - Taylor, James E
AU - Nguyen, Xuan B
AU - Cordes, David B.
AU - Slawin, Alexandra M. Z.
AU - Lupton, David
AU - Smith, Andrew D
PY - 2019
DA - 2019/12/23
PB - American Chemical Society (ACS)
SP - 335-339
IS - 1
VL - 22
PMID - 31868371
SN - 1523-7060
SN - 1523-7052
ER -
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@article{2019_Matviitsuk,
author = {Anastassia Matviitsuk and Mark D. Greenhalgh and James E Taylor and Xuan B Nguyen and David B. Cordes and Alexandra M. Z. Slawin and David Lupton and Andrew D Smith},
title = {Unanticipated Silyl Transfer in Enantioselective α,β-Unsaturated Acyl Ammonium Catalysis Using Silyl Nitronates},
journal = {Organic Letters},
year = {2019},
volume = {22},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/acs.orglett.9b04404},
number = {1},
pages = {335--339},
doi = {10.1021/acs.orglett.9b04404}
}
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MLA
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Matviitsuk, Anastassia, et al. “Unanticipated Silyl Transfer in Enantioselective α,β-Unsaturated Acyl Ammonium Catalysis Using Silyl Nitronates.” Organic Letters, vol. 22, no. 1, Dec. 2019, pp. 335-339. https://doi.org/10.1021/acs.orglett.9b04404.