Literature DB >> 15493908

Ruthenium-catalyzed hydrogenation of alkynylstannanes with migration of the stannyl group.

Eiji Shirakawa1, Ryotaro Morita, Teruhisa Tsuchimoto, Yusuke Kawakami.   

Abstract

Molecular hydrogen adds to aliphatic and aromatic alkynylstannanes in the presence of a ruthenium catalyst, pushing the stannyl group to the adjacent carbon atom to give alpha-substituted vinylstannanes. This is the first achievement of hydrogenation of alkynylstannanes, which is applicable also to the deuteration affording precursors for an important class of deuterium-labeled compounds.

Entities:  

Year:  2004        PMID: 15493908     DOI: 10.1021/ja0458827

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


  5 in total

1.  Gold-catalyzed 1,2-migration of silicon, tin, and germanium en route to C-2 substituted fused pyrrole-containing heterocycles.

Authors:  Ilya V Seregin; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2006-09-20       Impact factor: 15.419

2.  Ni, Co, and Mo-metal-catalyzed alkynes hydrostannations using Bu(3)SnCl/PMHS/KF/18-crown-6 as an in situ Bu(3)SnH source.

Authors:  Banibrata Ghosh; Robert E Maleczka
Journal:  Tetrahedron Lett       Date:  2011-10-12       Impact factor: 2.415

3.  Stereocontrolled 1,3-phosphatyloxy and 1,3-halogen migration relay toward highly functionalized 1,3-dienes.

Authors:  Roohollah Kazem Shiroodi; Alexander S Dudnik; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2012-04-12       Impact factor: 15.419

4.  On the validity of Au-vinylidenes in the gold-catalyzed 1,2-migratory cycloisomerization of skipped propargylpyridines.

Authors:  Yuanzhi Xia; Alexander S Dudnik; Yahong Li; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2010-11-11       Impact factor: 6.005

5.  Multisubstituted N-fused heterocycles via transition metal-catalyzed cycloisomerization protocols.

Authors:  Ilya V Seregin; Alex W Schammel; Vladimir Gevorgyan
Journal:  Tetrahedron       Date:  2008-07-14       Impact factor: 2.457

  5 in total

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