ChemInform Abstract: A Silver-Catalyzed Spirocyclization of Alkynyl Silyl Enol Ethers.
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Transcript of ChemInform Abstract: A Silver-Catalyzed Spirocyclization of Alkynyl Silyl Enol Ethers.
Spirocyclic compoundsQ 0055 DOI: 10.1002/chin.201243055
A Silver-Catalyzed Spirocyclization of Alkynyl Silyl Enol Ethers. — The cyclo-isomerization of alkynyl silyl enol ethers proceeds in the presence of a silver catalyst in dependence on the solvent used. In most cases, in CH2Cl2 exo- products are obtained preferentially. In contrast, the endo-isomer is formed mainly in toluene. Additional treatment with N-iodosuccinimide results in formation of alkenyl iodide derivatives as (E)-isomers exclusively [cf. (IV), (X)]. — (SCHAEFER, C.; MIESCH, M.; MIESCH*, L.; Chem. Eur. J. 18 (2012) 26, 8028-8031, http://dx.doi.org/10.1002/chem.201200116 ; Lab. Chim. Org. Synth., CNRS, Inst. Chim., Univ. Louis Pasteur, F-67008 Strasbourg, Fr.; Eng.) — S. Adam
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ChemInform 2012, 43, issue 01 © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim