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Convenient Approach to 2-Substituted (Thio)morpholin-3-ones from α-Diazoacetates via X-H Carbene Insertion – Lactamization Sequence. / Solovyov, Igor; Dar'in, Dmitry; Krasavin, Mikhail.

In: European Journal of Organic Chemistry, Vol. 2019, No. 45, 08.12.2019, p. 7432-7438.

Research output: Contribution to journal › Article › peer-review

Harvard

Solovyov, I, Dar'in, D & Krasavin, M 2019, 'Convenient Approach to 2-Substituted (Thio)morpholin-3-ones from α-Diazoacetates via X-H Carbene Insertion – Lactamization Sequence', European Journal of Organic Chemistry, vol. 2019, no. 45, pp. 7432-7438. https://doi.org/10.1002/ejoc.201901238

APA

Solovyov, I., Dar'in, D., & Krasavin, M. (2019). Convenient Approach to 2-Substituted (Thio)morpholin-3-ones from α-Diazoacetates via X-H Carbene Insertion – Lactamization Sequence. European Journal of Organic Chemistry, 2019(45), 7432-7438. https://doi.org/10.1002/ejoc.201901238

Vancouver

Solovyov I, Dar'in D, Krasavin M. Convenient Approach to 2-Substituted (Thio)morpholin-3-ones from α-Diazoacetates via X-H Carbene Insertion – Lactamization Sequence. European Journal of Organic Chemistry. 2019 Dec 8;2019(45):7432-7438. https://doi.org/10.1002/ejoc.201901238

Author

Solovyov, Igor ; Dar'in, Dmitry ; Krasavin, Mikhail. / Convenient Approach to 2-Substituted (Thio)morpholin-3-ones from α-Diazoacetates via X-H Carbene Insertion – Lactamization Sequence. In: European Journal of Organic Chemistry. 2019 ; Vol. 2019, No. 45. pp. 7432-7438.

BibTeX

@article{7d055cb611474f2ead92cac40d6b4053,
title = "Convenient Approach to 2-Substituted (Thio)morpholin-3-ones from α-Diazoacetates via X-H Carbene Insertion – Lactamization Sequence",
abstract = "Stepwise coupling of N-Boc-protected beta-aminoethanols or beta-mercaptoethylamines with various alpha-diazoacetates provides a new, unified approach to constructing (thio)morpholin-3-ones. The process involves a Rh-2(esp)(2)-catalyzed X-H insertion reaction, Boc group removal and ambient-temperature lactamization and is conveniently conducted in one-pot format.",
keywords = "Diazo compounds, Diazo transfer, Homogeneous catalysis, Insertion, Lactamization, O-H, N-H, CYSTEINE, ACCESS",
author = "Igor Solovyov and Dmitry Dar'in and Mikhail Krasavin",
note = "Funding Information: This research was supported by the Russian Science Foundation (project grant 19‐75‐30008). We thank the Research Centre for Magnetic Resonance and the Center for Chemical Analysis and Materials Research of Saint Petersburg State University Research Park for obtaining the analytical data. Publisher Copyright: {\textcopyright} 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim",
year = "2019",
month = dec,
day = "8",
doi = "10.1002/ejoc.201901238",
language = "Английский",
volume = "2019",
pages = "7432--7438",
journal = "European Journal of Organic Chemistry",
issn = "1434-193X",
publisher = "Wiley-Blackwell",
number = "45",

}

RIS

TY - JOUR

T1 - Convenient Approach to 2-Substituted (Thio)morpholin-3-ones from α-Diazoacetates via X-H Carbene Insertion – Lactamization Sequence

AU - Solovyov, Igor

AU - Dar'in, Dmitry

AU - Krasavin, Mikhail

N1 - Funding Information: This research was supported by the Russian Science Foundation (project grant 19‐75‐30008). We thank the Research Centre for Magnetic Resonance and the Center for Chemical Analysis and Materials Research of Saint Petersburg State University Research Park for obtaining the analytical data. Publisher Copyright: © 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

PY - 2019/12/8

Y1 - 2019/12/8

N2 - Stepwise coupling of N-Boc-protected beta-aminoethanols or beta-mercaptoethylamines with various alpha-diazoacetates provides a new, unified approach to constructing (thio)morpholin-3-ones. The process involves a Rh-2(esp)(2)-catalyzed X-H insertion reaction, Boc group removal and ambient-temperature lactamization and is conveniently conducted in one-pot format.

AB - Stepwise coupling of N-Boc-protected beta-aminoethanols or beta-mercaptoethylamines with various alpha-diazoacetates provides a new, unified approach to constructing (thio)morpholin-3-ones. The process involves a Rh-2(esp)(2)-catalyzed X-H insertion reaction, Boc group removal and ambient-temperature lactamization and is conveniently conducted in one-pot format.

KW - Diazo compounds

KW - Diazo transfer

KW - Homogeneous catalysis

KW - Insertion

KW - Lactamization

KW - O-H

KW - N-H

KW - CYSTEINE

KW - ACCESS

UR - http://www.scopus.com/inward/record.url?scp=85075454324&partnerID=8YFLogxK

UR - http://www.mendeley.com/research/convenient-approach-2substituted-thiomorpholin3ones-%CE%B1diazoacetates-via-xh-carbene-insertion-lactami

U2 - 10.1002/ejoc.201901238

DO - 10.1002/ejoc.201901238

M3 - статья

VL - 2019

SP - 7432

EP - 7438

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

IS - 45

ER -

ID: 49497474