Standard

Castagnoli-Cushman Reaction of 3-Aryl Glutaric Acids : A Convenient, Diastereoselective Reaction for 6-Oxo-2,4-diarylpiperidine-3-carboxylic Acid Scaffold. / Paramonova, Polina; Bakulina, Olga; Nabiyev, Alem; Dar'in, Dmitry; Krasavin, Mikhail.

в: ChemistrySelect, Том 7, № 3, e202104011, 21.01.2022.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

Harvard

Paramonova, P, Bakulina, O, Nabiyev, A, Dar'in, D & Krasavin, M 2022, 'Castagnoli-Cushman Reaction of 3-Aryl Glutaric Acids: A Convenient, Diastereoselective Reaction for 6-Oxo-2,4-diarylpiperidine-3-carboxylic Acid Scaffold', ChemistrySelect, Том. 7, № 3, e202104011. https://doi.org/10.1002/slct.202104011

APA

Paramonova, P., Bakulina, O., Nabiyev, A., Dar'in, D., & Krasavin, M. (2022). Castagnoli-Cushman Reaction of 3-Aryl Glutaric Acids: A Convenient, Diastereoselective Reaction for 6-Oxo-2,4-diarylpiperidine-3-carboxylic Acid Scaffold. ChemistrySelect, 7(3), [e202104011]. https://doi.org/10.1002/slct.202104011

Vancouver

Paramonova P, Bakulina O, Nabiyev A, Dar'in D, Krasavin M. Castagnoli-Cushman Reaction of 3-Aryl Glutaric Acids: A Convenient, Diastereoselective Reaction for 6-Oxo-2,4-diarylpiperidine-3-carboxylic Acid Scaffold. ChemistrySelect. 2022 Янв. 21;7(3). e202104011. https://doi.org/10.1002/slct.202104011

Author

Paramonova, Polina ; Bakulina, Olga ; Nabiyev, Alem ; Dar'in, Dmitry ; Krasavin, Mikhail. / Castagnoli-Cushman Reaction of 3-Aryl Glutaric Acids : A Convenient, Diastereoselective Reaction for 6-Oxo-2,4-diarylpiperidine-3-carboxylic Acid Scaffold. в: ChemistrySelect. 2022 ; Том 7, № 3.

BibTeX

@article{c6b83cc049a24ed880a81389fdfcdc80,
title = "Castagnoli-Cushman Reaction of 3-Aryl Glutaric Acids: A Convenient, Diastereoselective Reaction for 6-Oxo-2,4-diarylpiperidine-3-carboxylic Acid Scaffold",
abstract = "3-Aryl glutaric acid anhydrides have been explored as substrates for the Castagnoli-Cushman reaction with imines. A series of 3-aryl glutaric acids was synthesized according to literature protocols and introduced into the reaction with imines in the presence of acetic anhydride. The latter acted as a dehydrating agent leading to in situ generation of a cyclic anhydride from the dicarboxylic acid starting material. Reassuringly, the reaction gave the desired δ-lactams with three newly created stereocenters as predominantly one diastereomer whose relative configuration was established by single-crystal X-ray crystallography.",
keywords = "lactams, anhydrides, Castagnoli-Cushman reaction, 3-arylglutaric acids, in situ dehydration, acetic anhydride, diastereoselectivity, PRODUCT SPACE, INHIBITORS, DISCOVERY, DIVERSITY, ANHYDRIDE, BINDING, LEAD",
author = "Polina Paramonova and Olga Bakulina and Alem Nabiyev and Dmitry Dar'in and Mikhail Krasavin",
note = "Publisher Copyright: {\textcopyright} 2022 Wiley-VCH GmbH",
year = "2022",
month = jan,
day = "21",
doi = "10.1002/slct.202104011",
language = "English",
volume = "7",
journal = "ChemistrySelect",
issn = "2365-6549",
publisher = "Wiley-Blackwell",
number = "3",

}

RIS

TY - JOUR

T1 - Castagnoli-Cushman Reaction of 3-Aryl Glutaric Acids

T2 - A Convenient, Diastereoselective Reaction for 6-Oxo-2,4-diarylpiperidine-3-carboxylic Acid Scaffold

AU - Paramonova, Polina

AU - Bakulina, Olga

AU - Nabiyev, Alem

AU - Dar'in, Dmitry

AU - Krasavin, Mikhail

N1 - Publisher Copyright: © 2022 Wiley-VCH GmbH

PY - 2022/1/21

Y1 - 2022/1/21

N2 - 3-Aryl glutaric acid anhydrides have been explored as substrates for the Castagnoli-Cushman reaction with imines. A series of 3-aryl glutaric acids was synthesized according to literature protocols and introduced into the reaction with imines in the presence of acetic anhydride. The latter acted as a dehydrating agent leading to in situ generation of a cyclic anhydride from the dicarboxylic acid starting material. Reassuringly, the reaction gave the desired δ-lactams with three newly created stereocenters as predominantly one diastereomer whose relative configuration was established by single-crystal X-ray crystallography.

AB - 3-Aryl glutaric acid anhydrides have been explored as substrates for the Castagnoli-Cushman reaction with imines. A series of 3-aryl glutaric acids was synthesized according to literature protocols and introduced into the reaction with imines in the presence of acetic anhydride. The latter acted as a dehydrating agent leading to in situ generation of a cyclic anhydride from the dicarboxylic acid starting material. Reassuringly, the reaction gave the desired δ-lactams with three newly created stereocenters as predominantly one diastereomer whose relative configuration was established by single-crystal X-ray crystallography.

KW - lactams

KW - anhydrides

KW - Castagnoli-Cushman reaction

KW - 3-arylglutaric acids

KW - in situ dehydration

KW - acetic anhydride

KW - diastereoselectivity

KW - PRODUCT SPACE

KW - INHIBITORS

KW - DISCOVERY

KW - DIVERSITY

KW - ANHYDRIDE

KW - BINDING

KW - LEAD

UR - http://www.scopus.com/inward/record.url?scp=85124094923&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/cccb8f39-a484-3bab-b043-5d5c026abc63/

U2 - 10.1002/slct.202104011

DO - 10.1002/slct.202104011

M3 - Article

AN - SCOPUS:85124094923

VL - 7

JO - ChemistrySelect

JF - ChemistrySelect

SN - 2365-6549

IS - 3

M1 - e202104011

ER -

ID: 92192371