Electrifying P(V): Access to Polar and Radical Reactivity

Mahdi Jafarzadeh; Molhm Nassir; Luca Gherardi; Nicholas Raheja; Yu Kawamata; Phil S. Baran

doi:10.1002/anie.202421163

Electrifying P(V): Access to Polar and Radical Reactivity

Mahdi Jafarzadeh
, Molhm Nassir
, Luca Gherardi
, Nicholas Raheja
, Yu Kawamata
, Phil S. Baran

Scripps Research
University of Pisa

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

9 Scopus citations

Abstract

Electrochemical, fully stereoselective P(V)-radical hydrophosphorylation of olefins and carbonyl compounds using a P(V) reagent is disclosed. By strategically selecting the anode material, radical reactivity is accessible for alkene hydrophosphorylation whereas a polar pathway operates for ketone hydrophosphorylation. The mechanistic intricacies of these chemoselective transformations were explored in-depth.

Original language	English
Article number	e202421163
Journal	Angewandte Chemie - International Edition
Volume	64
Issue number	8
DOIs	https://doi.org/10.1002/anie.202421163
State	Published - 17 Feb 2025
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2025 Wiley-VCH GmbH.

Keywords

Abramov
Electrochemistry
P(V)
PSI
Radical Reaction
Thiophosphate

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10.1002/anie.202421163

Cite this

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title = "Electrifying P(V): Access to Polar and Radical Reactivity",

abstract = "Electrochemical, fully stereoselective P(V)-radical hydrophosphorylation of olefins and carbonyl compounds using a P(V) reagent is disclosed. By strategically selecting the anode material, radical reactivity is accessible for alkene hydrophosphorylation whereas a polar pathway operates for ketone hydrophosphorylation. The mechanistic intricacies of these chemoselective transformations were explored in-depth.",

keywords = "Abramov, Electrochemistry, P(V), PSI, Radical Reaction, Thiophosphate",

author = "Mahdi Jafarzadeh and Molhm Nassir and Luca Gherardi and Nicholas Raheja and Yu Kawamata and Baran, \{Phil S.\}",

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T2 - Access to Polar and Radical Reactivity

AU - Jafarzadeh, Mahdi

AU - Nassir, Molhm

AU - Gherardi, Luca

AU - Raheja, Nicholas

AU - Kawamata, Yu

AU - Baran, Phil S.

PY - 2025/2/17

Y1 - 2025/2/17

N2 - Electrochemical, fully stereoselective P(V)-radical hydrophosphorylation of olefins and carbonyl compounds using a P(V) reagent is disclosed. By strategically selecting the anode material, radical reactivity is accessible for alkene hydrophosphorylation whereas a polar pathway operates for ketone hydrophosphorylation. The mechanistic intricacies of these chemoselective transformations were explored in-depth.

AB - Electrochemical, fully stereoselective P(V)-radical hydrophosphorylation of olefins and carbonyl compounds using a P(V) reagent is disclosed. By strategically selecting the anode material, radical reactivity is accessible for alkene hydrophosphorylation whereas a polar pathway operates for ketone hydrophosphorylation. The mechanistic intricacies of these chemoselective transformations were explored in-depth.

KW - Abramov

KW - Electrochemistry

KW - P(V)

KW - PSI

KW - Radical Reaction

KW - Thiophosphate

UR - https://www.scopus.com/pages/publications/85216340968

U2 - 10.1002/anie.202421163

DO - 10.1002/anie.202421163

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AN - SCOPUS:85216340968

SN - 1433-7851

VL - 64

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 8

M1 - e202421163

ER -

Electrifying P(V): Access to Polar and Radical Reactivity

Abstract

Bibliographical note

Keywords

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