Palladium-catalysed O-Allylation of α-Hydroxyphosphonates: An Expedient Entry into Phosphono-oxaheterocycles

Mansour Dolé Kerim; Martin Cattoen; Nicolas Fincias; Aurélie Dos Santos; Stellios Arseniyadis; Laurent El Kaïm

doi:10.1002/adsc.201701150

Palladium-catalysed O-Allylation of α-Hydroxyphosphonates: An Expedient Entry into Phosphono-oxaheterocycles

Mansour Dolé Kerim
, Martin Cattoen
, Nicolas Fincias
, Aurélie Dos Santos
, Stellios Arseniyadis
, Laurent El Kaïm

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

Abstract

We report here an unprecedented palladium-catalysed O-allylation of α-hydroxyphosphonates. The method was eventually included in a sequential Pudovik/Tsuji-Trost type O-allylation/Ring-Closing Metathesis to afford a variety of phosphorylated heterocycles of various sizes ranging from 5 to 16 starting from readily available aldehydes. (Figure presented.).

Original language	English
Pages (from-to)	449-454
Number of pages	6
Journal	Advanced Synthesis and Catalysis
Volume	360
Issue number	3
DOIs	https://doi.org/10.1002/adsc.201701150
Publication status	Published - 1 Feb 2018
Externally published	Yes

Keywords

O-allylation
Pudovik reaction
Ring-closing metathesis
metacyclophanes
palladium
α-Hydroxyphosphonates

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10.1002/adsc.201701150

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title = "Palladium-catalysed O-Allylation of α-Hydroxyphosphonates: An Expedient Entry into Phosphono-oxaheterocycles",

abstract = "We report here an unprecedented palladium-catalysed O-allylation of α-hydroxyphosphonates. The method was eventually included in a sequential Pudovik/Tsuji-Trost type O-allylation/Ring-Closing Metathesis to afford a variety of phosphorylated heterocycles of various sizes ranging from 5 to 16 starting from readily available aldehydes. (Figure presented.).",

keywords = "O-allylation, Pudovik reaction, Ring-closing metathesis, metacyclophanes, palladium, α-Hydroxyphosphonates",

author = "Kerim, \{Mansour Dol{\'e}\} and Martin Cattoen and Nicolas Fincias and \{Dos Santos\}, Aur{\'e}lie and Stellios Arseniyadis and \{El Ka{\"i}m\}, Laurent",

note = "Publisher Copyright: {\textcopyright} 2018 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2018",

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doi = "10.1002/adsc.201701150",

language = "English",

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pages = "449--454",

journal = "Advanced Synthesis and Catalysis",

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TY - JOUR

T1 - Palladium-catalysed O-Allylation of α-Hydroxyphosphonates

T2 - An Expedient Entry into Phosphono-oxaheterocycles

AU - Kerim, Mansour Dolé

AU - Cattoen, Martin

AU - Fincias, Nicolas

AU - Dos Santos, Aurélie

AU - Arseniyadis, Stellios

AU - El Kaïm, Laurent

PY - 2018/2/1

Y1 - 2018/2/1

N2 - We report here an unprecedented palladium-catalysed O-allylation of α-hydroxyphosphonates. The method was eventually included in a sequential Pudovik/Tsuji-Trost type O-allylation/Ring-Closing Metathesis to afford a variety of phosphorylated heterocycles of various sizes ranging from 5 to 16 starting from readily available aldehydes. (Figure presented.).

AB - We report here an unprecedented palladium-catalysed O-allylation of α-hydroxyphosphonates. The method was eventually included in a sequential Pudovik/Tsuji-Trost type O-allylation/Ring-Closing Metathesis to afford a variety of phosphorylated heterocycles of various sizes ranging from 5 to 16 starting from readily available aldehydes. (Figure presented.).

KW - O-allylation

KW - Pudovik reaction

KW - Ring-closing metathesis

KW - metacyclophanes

KW - palladium

KW - α-Hydroxyphosphonates

UR - https://www.scopus.com/pages/publications/85035197729

U2 - 10.1002/adsc.201701150

DO - 10.1002/adsc.201701150

M3 - Article

AN - SCOPUS:85035197729

SN - 1615-4150

VL - 360

SP - 449

EP - 454

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 3

ER -

Palladium-catalysed O-Allylation of α-Hydroxyphosphonates: An Expedient Entry into Phosphono-oxaheterocycles

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Keywords

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