Diazaphosphinyl radical-catalyzed deoxygenation of α-carboxy ketones: a new protocol for chemo-selective C–O bond scission via mechanism regulation-Reference-Cited by-同舟云学术

Diazaphosphinyl radical-catalyzed deoxygenation of α-carboxy ketones: a new protocol for chemo-selective C–O bond scission via mechanism regulation

Published:2020 Issue:32 Volume:11 Page:8476-8481
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Zhang Jingjing¹²³⁴⁵,Yang Jin-Dong¹²³⁴⁵^ORCID,Cheng Jin-Pei¹²³⁴⁵^ORCID

Affiliation:

1. Department of Chemistry

2. Center of Basic Molecular Science

3. Tsinghua University

4. Beijing 100084

5. China

Abstract

Diazaphosphinyl radical-catalyzed chemo-selective deoxygenation of α-carboxy ketones with pinacolborane was achieved through the mechanism switch from direct to stepwise hydride transfer of diazaphosphinane.

Funder

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2020/SC/D0SC03220D

Reference56 articles.

1. A new method for the deoxygenation of secondary alcohols

2. Tin Hydride Substitutes in Reductive Radical Chain Reactions

3. Bu3SnH-Catalyzed Barton−McCombie Deoxygenation of Alcohols

4. Reductive Deoxygenation of Alcohols: Catalytic Methods Beyond Barton-McCombie Deoxygenation

5. Applications of Barton-McCombie Reaction in Total Syntheses

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