Literature DB >> 11942816

Retention of configuration on the oxidative addition of P-H bond to platinum (0) complexes: the first straightforward synthesis of enantiomerically pure P-chiral alkenylphosphinates via palladium-catalyzed stereospecific hydrophosphinylation of alkynes.

Li-Biao Han1, Chang-Qiu Zhao, Shun-ya Onozawa Sy, Midori Goto, Masato Tanaka.   

Abstract

The oxidative addition of pure (R(P))-menthyl phenylphosphinate 1 to a platinum (0) complex proceeds readily with retention of configuration at the chiral phosphorus center which was unambiguously confirmed by an X-ray analysis. In the presence of a catalytic amount of palladium, the hydrophosphinylation of a variety of alkynes with 1 also takes place stereospecifically, with retention of configuration, affording high yields of the corresponding vinylphosphinates bearing a single chirality at phosphorus.

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Year:  2002        PMID: 11942816     DOI: 10.1021/ja025816+

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  3 in total

1.  A novel approach to phosphonic acids from hypophosphorous acid.

Authors:  Karla Bravo-Altamirano; Jean-Luc Montchamp
Journal:  Tetrahedron Lett       Date:  2007-08-13       Impact factor: 2.415

2.  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

3.  Markovnikov-addition of H-phosphonates to terminal alkynes under metal- and solvent-free conditions.

Authors:  Nana Xin; Yongjian Lian; Yongzheng Lv; Yongjie Wang; Xian-Qiang Huang; Chang-Qiu Zhao
Journal:  RSC Adv       Date:  2021-07-19       Impact factor: 4.036

  3 in total

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