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

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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.

в: European Journal of Organic Chemistry, Том 2019, № 45, 08.12.2019, стр. 7432-7438.

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

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 = "Publisher Copyright: {\textcopyright} 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2019",

month = dec,

day = "8",

doi = "10.1002/ejoc.201901238",

language = "English",

volume = "2019",

pages = "7432--7438",

journal = "Liebigs Annalen der Chemie",

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

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 - Article

VL - 2019

SP - 7432

EP - 7438

JO - Liebigs Annalen der Chemie

JF - Liebigs Annalen der Chemie

SN - 1434-193X

IS - 45

ER -

ID: 49497474