O-allylated pudovik and passerini adducts as versatile scaffolds for product diversification

Stellios Arseniyadis; Laurent El Kaïm; Mansour Dole Kerim; Tania Katsina; Martin Cattoen; Nicolas Fincias

doi:10.1021/acs.joc.0c01721

O-allylated pudovik and passerini adducts as versatile scaffolds for product diversification

Stellios Arseniyadis
, Laurent El Kaïm
, Mansour Dole Kerim
, Tania Katsina
, Martin Cattoen
, Nicolas Fincias

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

Abstract

The palladium-catalyzed O-allylation of α-hydroxyphosphonates and α-hydroxyamides obtained from Pudovik and Passerini multicomponent reactions has allowed interesting and highly straightforward access to a variety of building blocks for product diversification. These post-functionalizations include a selective base- or ruthenium hydride-mediated isomerization/ Claisen rearrangement cascade and a ring-closing metathesis that allows access to a variety of diversely functionalized phosphonooxaheterocycles.

Original language	English
Pages (from-to)	12514-12525
Number of pages	12
Journal	Journal of Organic Chemistry
Volume	85
Issue number	19
DOIs	https://doi.org/10.1021/acs.joc.0c01721
Publication status	Published - 2 Oct 2020
Externally published	Yes

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10.1021/acs.joc.0c01721

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title = "O-allylated pudovik and passerini adducts as versatile scaffolds for product diversification",

abstract = "The palladium-catalyzed O-allylation of α-hydroxyphosphonates and α-hydroxyamides obtained from Pudovik and Passerini multicomponent reactions has allowed interesting and highly straightforward access to a variety of building blocks for product diversification. These post-functionalizations include a selective base- or ruthenium hydride-mediated isomerization/ Claisen rearrangement cascade and a ring-closing metathesis that allows access to a variety of diversely functionalized phosphonooxaheterocycles.",

author = "Stellios Arseniyadis and \{El Ka{\"i}m\}, Laurent and Kerim, \{Mansour Dole\} and Tania Katsina and Martin Cattoen and Nicolas Fincias",

note = "Publisher Copyright: {\textcopyright} 2020 American Chemical Society.",

year = "2020",

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doi = "10.1021/acs.joc.0c01721",

language = "English",

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T1 - O-allylated pudovik and passerini adducts as versatile scaffolds for product diversification

AU - Arseniyadis, Stellios

AU - El Kaïm, Laurent

AU - Kerim, Mansour Dole

AU - Katsina, Tania

AU - Cattoen, Martin

AU - Fincias, Nicolas

PY - 2020/10/2

Y1 - 2020/10/2

N2 - The palladium-catalyzed O-allylation of α-hydroxyphosphonates and α-hydroxyamides obtained from Pudovik and Passerini multicomponent reactions has allowed interesting and highly straightforward access to a variety of building blocks for product diversification. These post-functionalizations include a selective base- or ruthenium hydride-mediated isomerization/ Claisen rearrangement cascade and a ring-closing metathesis that allows access to a variety of diversely functionalized phosphonooxaheterocycles.

AB - The palladium-catalyzed O-allylation of α-hydroxyphosphonates and α-hydroxyamides obtained from Pudovik and Passerini multicomponent reactions has allowed interesting and highly straightforward access to a variety of building blocks for product diversification. These post-functionalizations include a selective base- or ruthenium hydride-mediated isomerization/ Claisen rearrangement cascade and a ring-closing metathesis that allows access to a variety of diversely functionalized phosphonooxaheterocycles.

UR - https://www.scopus.com/pages/publications/85095596385

U2 - 10.1021/acs.joc.0c01721

DO - 10.1021/acs.joc.0c01721

M3 - Article

AN - SCOPUS:85095596385

SN - 0022-3263

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SP - 12514

EP - 12525

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 19

ER -

O-allylated pudovik and passerini adducts as versatile scaffolds for product diversification

Abstract

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