Wiley
Advanced Synthesis and Catalysis
,  volume 365 ,  issue 18 ,  pages 3162-3166

Enantioselective Catalytic Synthesis of α‐Stereogenic Chromen‐4‐one Amino Derivatives

Publication type: Journal Article
Publication date: 2023-08-11
Wiley
scimago Q1
wos Q1
SJR: 0.930
CiteScore: 8.0
Impact factor: 4.0
ISSN: 16154150, 16154169
General Chemistry
Abstract

Direct enantioselective synthesis of 2‐substituted chromen‐4‐ones, bearing the amino group at α‐stereogenic center with respect to the heterocycle is developed. It is based on Mannich‐type asymmetric addition of 3‐hydroxychromen‐4‐one and its analogues to N‐protected imines in the presence of available alkaloid dihydrocuprein. α‐Stereogenic chromenone amino derivatives were formed in this reactions in 81–95% yield with up to 98% ee. The chiral adducts were transformed to diverse enantiomerically enriched chromen‐4‐one functional derivatives.

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GOST Copy
Kovalevsky R. A. et al. Enantioselective Catalytic Synthesis of α‐Stereogenic Chromen‐4‐one Amino Derivatives // Advanced Synthesis and Catalysis. 2023. Vol. 365. No. 18. pp. 3162-3166.
GOST all authors (up to 50) Copy
Kovalevsky R. A., Vasechkin K. V., Kucherenko A. S., Zlotin S. G. Enantioselective Catalytic Synthesis of α‐Stereogenic Chromen‐4‐one Amino Derivatives // Advanced Synthesis and Catalysis. 2023. Vol. 365. No. 18. pp. 3162-3166.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1002/adsc.202300659
UR - https://doi.org/10.1002/adsc.202300659
TI - Enantioselective Catalytic Synthesis of α‐Stereogenic Chromen‐4‐one Amino Derivatives
T2 - Advanced Synthesis and Catalysis
AU - Kovalevsky, Ruslan A
AU - Vasechkin, Konstantin V.
AU - Kucherenko, Alexander S
AU - Zlotin, Sergei G
PY - 2023
DA - 2023/08/11
PB - Wiley
SP - 3162-3166
IS - 18
VL - 365
SN - 1615-4150
SN - 1615-4169
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2023_Kovalevsky,
author = {Ruslan A Kovalevsky and Konstantin V. Vasechkin and Alexander S Kucherenko and Sergei G Zlotin},
title = {Enantioselective Catalytic Synthesis of α‐Stereogenic Chromen‐4‐one Amino Derivatives},
journal = {Advanced Synthesis and Catalysis},
year = {2023},
volume = {365},
publisher = {Wiley},
month = {aug},
url = {https://doi.org/10.1002/adsc.202300659},
number = {18},
pages = {3162--3166},
doi = {10.1002/adsc.202300659}
}
MLA
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MLA Copy
Kovalevsky, Ruslan A., et al. “Enantioselective Catalytic Synthesis of α‐Stereogenic Chromen‐4‐one Amino Derivatives.” Advanced Synthesis and Catalysis, vol. 365, no. 18, Aug. 2023, pp. 3162-3166. https://doi.org/10.1002/adsc.202300659.
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