Literature DB >> 17192083

Air-induced anti-Markovnikov addition of secondary phosphine oxides and H-phosphinates to alkenes.

Takayoshi Hirai1, Li-Biao Han.   

Abstract

[reaction: see text] Air (oxygen) induces the addition of secondary phosphine oxides and H-phosphinates to alkenes to selectively produce the corresponding anti-Markovnikov adducts in good to high yields. Mechanistic studies show that the addition probably proceeds via a radical chain mechanism.

Entities:  

Year:  2007        PMID： 17192083     DOI： 10.1021/ol062505l

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  6 in total

1.  Heteroarene Phosphinylalkylation via a Catalytic, Polarity-Reversing Radical Cascade.

Authors:  J Quentin Buquoi; Jeremy M Lear; Xin Gu; David A Nagib
Journal:  ACS Catal       Date:  2019-05-06       Impact factor: 13.084

2.  UV-mediated hydrophosphinylation of unactivated alkenes with phosphinates under batch and flow conditions.

Authors:  Fabien Gelat; Maxime Roger; Christophe Penverne; Ahmed Mazzad; Christian Rolando; Laëtitia Chausset-Boissarie
Journal:  RSC Adv       Date:  2018-02-23       Impact factor: 4.036

3.  Heteroatom analogues of hydrocodone: synthesis and biological activity.

Authors:  Robert D Giacometti; Jan Duchek; Lukas Werner; Afeef S Husni; Christopher R McCurdy; Stephen J Cutler; D Phillip Cox; Tomas Hudlicky
Journal:  J Org Chem       Date:  2013-03-06       Impact factor: 4.354

4.  Recent Developments in the Addition of Phosphinylidene-Containing Compounds to Unactivated Unsaturated Hydrocarbons: Phosphorus-Carbon Bond-Formation via Hydrophosphinylation and Related Processes.

Authors:  Laëtitia Coudray; Jean-Luc Montchamp
Journal:  European J Org Chem       Date:  2008-07-01

5.  Highly regio- and stereoselective phosphinylphosphination of terminal alkynes with tetraphenyldiphosphine monoxide under radical conditions.

Authors:  Dat Phuc Tran; Yuki Sato; Yuki Yamamoto; Shin-Ichi Kawaguchi; Shintaro Kodama; Akihiro Nomoto; Akiya Ogawa
Journal:  Beilstein J Org Chem       Date:  2021-04-20       Impact factor: 2.883

6.  Aerobic addition of secondary phosphine oxides to vinyl sulfides: a shortcut to 1-hydroxy-2-(organosulfanyl)ethyl(diorganyl)phosphine oxides.

Authors:  Svetlana F Malysheva; Alexander V Artem'ev; Nina K Gusarova; Nataliya A Belogorlova; Alexander I Albanov; C W Liu; Boris A Trofimov
Journal:  Beilstein J Org Chem       Date:  2015-10-23       Impact factor: 2.883
  6 in total

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