Al-Catalyzed Enantioselective Alkylation of α-Ketoesters by Dialkylzinc Reagents. Enhancement of Enantioselectivity and Reactivity by an Achiral Lewis Base Additive
Тип публикации: Journal Article
Дата публикации: 2005-10-12
SCImago Q1
Tоп 10% SCImago
WOS Q1
БС1
SJR: 5.491
CiteScore: 22
Impact factor: 16.6
ISSN: 00027863, 15205126
PubMed ID:
16262409
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Краткое описание
An Al-catalyzed enantioselective method for additions of Me(2)Zn and Et(2)Zn to alpha-ketoesters bearing aromatic, alkenyl, and alkyl substituents is disclosed. Transformations are promoted in the presence of a readily available amino acid-based ligand and afford the desired products in excellent yields and in up to 95% ee. Investigations described illustrate that the presence of a Lewis basic additive can lead to significant enhancements in efficiency and enantioselectivity. A mechanistic model that provides a rationale for such effects is provided.
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92
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ГОСТ
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Wieland L. C. et al. Al-Catalyzed Enantioselective Alkylation of α-Ketoesters by Dialkylzinc Reagents. Enhancement of Enantioselectivity and Reactivity by an Achiral Lewis Base Additive // Journal of the American Chemical Society. 2005. Vol. 127. No. 44. pp. 15453-15456.
ГОСТ со всеми авторами (до 50)
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Wieland L. C., Deng H., Snapper M. L., Hoveyda A. H. Al-Catalyzed Enantioselective Alkylation of α-Ketoesters by Dialkylzinc Reagents. Enhancement of Enantioselectivity and Reactivity by an Achiral Lewis Base Additive // Journal of the American Chemical Society. 2005. Vol. 127. No. 44. pp. 15453-15456.
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TY - JOUR
DO - 10.1021/ja053259w
UR - https://doi.org/10.1021/ja053259w
TI - Al-Catalyzed Enantioselective Alkylation of α-Ketoesters by Dialkylzinc Reagents. Enhancement of Enantioselectivity and Reactivity by an Achiral Lewis Base Additive
T2 - Journal of the American Chemical Society
AU - Wieland, Laura C.
AU - Deng, Hongbo
AU - Snapper, Marc L.
AU - Hoveyda, Amir H.
PY - 2005
DA - 2005/10/12
PB - American Chemical Society (ACS)
SP - 15453-15456
IS - 44
VL - 127
PMID - 16262409
SN - 0002-7863
SN - 1520-5126
ER -
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BibTex (до 50 авторов)
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@article{2005_Wieland,
author = {Laura C. Wieland and Hongbo Deng and Marc L. Snapper and Amir H. Hoveyda},
title = {Al-Catalyzed Enantioselective Alkylation of α-Ketoesters by Dialkylzinc Reagents. Enhancement of Enantioselectivity and Reactivity by an Achiral Lewis Base Additive},
journal = {Journal of the American Chemical Society},
year = {2005},
volume = {127},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/ja053259w},
number = {44},
pages = {15453--15456},
doi = {10.1021/ja053259w}
}
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MLA
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Wieland, Laura C., et al. “Al-Catalyzed Enantioselective Alkylation of α-Ketoesters by Dialkylzinc Reagents. Enhancement of Enantioselectivity and Reactivity by an Achiral Lewis Base Additive.” Journal of the American Chemical Society, vol. 127, no. 44, Oct. 2005, pp. 15453-15456. https://doi.org/10.1021/ja053259w.
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