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A Novel Approach to Substituted α-Carbamoyl Phosphonates : Useful Reagents for the Horner-Wadsworth-Emmons Olefination. / Inyutina, Anna; Chupakhin, Evgeny; Dar'In, Dmitry; Krasavin, Mikhail.

в: Synlett, Том 31, № 15, 16.09.2020, стр. 1487-1490.

Результаты исследований: Научные публикации в периодических изданияхстатьяРецензирование

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@article{3a78aef4bf964e3d9386d9b110455b7d,
title = "A Novel Approach to Substituted α-Carbamoyl Phosphonates: Useful Reagents for the Horner-Wadsworth-Emmons Olefination",
abstract = "α-Carbamoyl phosphonates are useful reagents for the Horner-Wadsworth-Emmons olefination of aldehydes en route to medicinally relevant polysubstituted acrylamides. A new synthetic approach to these reagents has been developed. The methodology relies on the microwave-promoted Wolff rearrangement of α-acyl-α-diazophosphonates with trapping of the ketene intermediate in situ with various amines.",
keywords = "Horner-Wadsworth-Emmons olefination, ketene trapping, Michael acceptors, one-pot procedure, Wolff rearrangement, α-diazo-β-oxophosphonates, ROUTE, ALKYLIDENE-GAMMA-LACTONES, WOLFF REARRANGEMENT, alpha-diazo-beta-oxophosphonates",
author = "Anna Inyutina and Evgeny Chupakhin and Dmitry Dar'In and Mikhail Krasavin",
year = "2020",
month = sep,
day = "16",
doi = "10.1055/s-0040-1707200",
language = "English",
volume = "31",
pages = "1487--1490",
journal = "Synlett",
issn = "0936-5214",
publisher = "Georg Thieme Verlag",
number = "15",

}

RIS

TY - JOUR

T1 - A Novel Approach to Substituted α-Carbamoyl Phosphonates

T2 - Useful Reagents for the Horner-Wadsworth-Emmons Olefination

AU - Inyutina, Anna

AU - Chupakhin, Evgeny

AU - Dar'In, Dmitry

AU - Krasavin, Mikhail

PY - 2020/9/16

Y1 - 2020/9/16

N2 - α-Carbamoyl phosphonates are useful reagents for the Horner-Wadsworth-Emmons olefination of aldehydes en route to medicinally relevant polysubstituted acrylamides. A new synthetic approach to these reagents has been developed. The methodology relies on the microwave-promoted Wolff rearrangement of α-acyl-α-diazophosphonates with trapping of the ketene intermediate in situ with various amines.

AB - α-Carbamoyl phosphonates are useful reagents for the Horner-Wadsworth-Emmons olefination of aldehydes en route to medicinally relevant polysubstituted acrylamides. A new synthetic approach to these reagents has been developed. The methodology relies on the microwave-promoted Wolff rearrangement of α-acyl-α-diazophosphonates with trapping of the ketene intermediate in situ with various amines.

KW - Horner-Wadsworth-Emmons olefination

KW - ketene trapping

KW - Michael acceptors

KW - one-pot procedure

KW - Wolff rearrangement

KW - α-diazo-β-oxophosphonates

KW - ROUTE

KW - ALKYLIDENE-GAMMA-LACTONES

KW - WOLFF REARRANGEMENT

KW - alpha-diazo-beta-oxophosphonates

UR - http://www.scopus.com/inward/record.url?scp=85089109018&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/9d5a10af-0648-3b42-b571-ddedd126bbae/

U2 - 10.1055/s-0040-1707200

DO - 10.1055/s-0040-1707200

M3 - Article

AN - SCOPUS:85089109018

VL - 31

SP - 1487

EP - 1490

JO - Synlett

JF - Synlett

SN - 0936-5214

IS - 15

ER -

ID: 61393314