Synthesis of 1,2-diheteroatom-substituted alkenes via rhodium-catalyzed intramolecular hydrogen transfer

Journal of the American Chemical Society

Volumn 125, Issue 8, 2003, Pages 2038-2039

  Diaz Requejo, M Mar ^a   DiSalvo, Darren ^a   Brookhart, Maurice ^a  

^a University of North Carolina at Chapel Hill   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; HYDROGEN; RHODIUM;

ARTICLE; CATALYSIS; CHEMICAL BOND; CHEMICAL STRUCTURE; MOLECULAR DYNAMICS; PROTON TRANSPORT; SYNTHESIS;

ALKENES; AMINES; CATALYSIS; ETHERS; HYDROGEN; ORGANOMETALLIC COMPOUNDS; RHODIUM; SILANES;

EID: 0037467121     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja029393n     Document Type: Article

References (17)

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13. 12
14. HH coupling constants. For example, for 1a, E isomer: δ 6.35 (d, 14 Hz), 6 6.15 (d, 14 Hz). Z isomer: δ 5.42 (d, 4.5 Hz), δ 5.34 (d, 4.5 Hz).
15. 3 was added, and the mixture was stirred 4-6 h. The solution was filtered, and the solvent was removed to yield pure product.
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17. For relative stability of cis- and trans-1,2-dialkoxy ethylenes, see: (a) Waldron, J. T.; Snyder, W. H. J. Am. Chem. Soc. 1973, 95, 5491. (b) Taskinen, E.; Bjorkqvist, H. Struct. Chem. 1994, 5, 321.