ACS Combinatorial Science

, volume 19 , issue 11 , pages 702-707

Skeletal Diversity in Combinatorial Fashion: A New Format for the Castagnoli–Cushman Reaction

Anastasia Lepikhina ^{1, 2}

Dmitry Dar’in ^{1, 2}

Olga Bakulina ^{1, 2}

Evgeny Chupakhin ³

Mikhail Krasavin ^{1, 2, 3}

Hide authors affiliations Show authors affiliations: 3 affiliations

Saint Petersburg State University, Saint Petersburg, 199034 Russian Federation |

Immanuel Kant Baltic Federal University, Kaliningrad, 236016 Russian Federation |

Publication type: Journal Article

Publication date: 2017-10-26

American Chemical Society (ACS)

ACS Combinatorial Science

SJR: —

CiteScore: —

Impact factor: —

ISSN: 21568952, 21568944

DOI: 10.1021/acscombsci.7b00118

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PubMed ID: 29019643

General Chemistry

General Medicine

Abstract

A new format for the Castagnoli-Cushman reaction of structurally diverse dicarboxylic acids, amines, and aldehydes in the presence of acetic anhydride as dehydrating agent is described. The reaction is distinctly amenable to parallel format: the combinatorial array of 180 reactions delivered 157 products of >85% purity without chromatographic purification (of this number, 143 compounds had >94% purity). The new method offers a convenient preparation of the skeletally and peripherally diverse, lead- and druglike γ- and δ-lactam carboxylic acids with high diastereoselectivity in combinatorial fashion.

Found

14 citations

Bakulina Olga

66 publications, 515 citations, 11 reviews

h-index: 13

Saint Petersburg State University

1 citation

Novikov Mikhail

DSc in Chemistry, associate professor

218 publications, 4 192 citations, 54 reviews

h-index: 33

Saint Petersburg State University

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Lepikhina A. et al. Skeletal Diversity in Combinatorial Fashion: A New Format for the Castagnoli–Cushman Reaction // ACS Combinatorial Science. 2017. Vol. 19. No. 11. pp. 702-707.

GOST all authors (up to 50) Copy

Lepikhina A., Dar’in D., Bakulina O., Chupakhin E., Krasavin M. Skeletal Diversity in Combinatorial Fashion: A New Format for the Castagnoli–Cushman Reaction // ACS Combinatorial Science. 2017. Vol. 19. No. 11. pp. 702-707.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acscombsci.7b00118

UR - https://pubs.acs.org/doi/10.1021/acscombsci.7b00118

TI - Skeletal Diversity in Combinatorial Fashion: A New Format for the Castagnoli–Cushman Reaction

T2 - ACS Combinatorial Science

AU - Lepikhina, Anastasia

AU - Dar’in, Dmitry

AU - Bakulina, Olga

AU - Chupakhin, Evgeny

AU - Krasavin, Mikhail

PY - 2017

DA - 2017/10/26

PB - American Chemical Society (ACS)

SP - 702-707

IS - 11

VL - 19

PMID - 29019643

SN - 2156-8952

SN - 2156-8944

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2017_Lepikhina,

author = {Anastasia Lepikhina and Dmitry Dar’in and Olga Bakulina and Evgeny Chupakhin and Mikhail Krasavin},

title = {Skeletal Diversity in Combinatorial Fashion: A New Format for the Castagnoli–Cushman Reaction},

journal = {ACS Combinatorial Science},

year = {2017},

volume = {19},

publisher = {American Chemical Society (ACS)},

month = {oct},

url = {https://pubs.acs.org/doi/10.1021/acscombsci.7b00118},

number = {11},

pages = {702--707},

doi = {10.1021/acscombsci.7b00118}

}

MLA

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MLA Copy

Lepikhina, Anastasia, et al. “Skeletal Diversity in Combinatorial Fashion: A New Format for the Castagnoli–Cushman Reaction.” ACS Combinatorial Science, vol. 19, no. 11, Oct. 2017, pp. 702-707. https://pubs.acs.org/doi/10.1021/acscombsci.7b00118.

Publisher

American Chemical Society (ACS)

Journal

ACS Combinatorial Science

SJR

—

CiteScore

—

Impact factor

—

ISSN

21568952 (Print)

21568944 (Electronic)

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