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Published June 15, 2016 | Supplemental Material + Accepted Version
Journal Article Open

Nickel-Catalyzed Intramolecular C−O Bond Formation: Synthesis of Cyclic Enol Ethers


An efficient and exceptionally mild intramolecular nickel-catalyzed carbon–oxygen bond-forming reaction between vinyl halides and primary, secondary, and tertiary alcohols has been achieved. Zinc powder was found to be an essential additive for obtaining high catalyst turnover and yields. This operationally simple method allows direct access to cyclic vinyl ethers in high yields in a single step.

Additional Information

© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Manuscript received 25 February 2016; version of record online 9 May 2016; issue online 15 June 2016. We wish to thank the NIH-NIGMS (R01GM080269), Amgen, the Gordon and Betty Moore Foundation, the Caltech Center for Catalysis and Chemical Synthesis, and Caltech for financial support. S.-J.H. thanks the Fulbright program (Foreign Student Program, No. 15111120) and the Ilju Foundation of Education & Culture (Pre-doctoral Research Fellowship) for financial support. R.D. is grateful for support as a JSPS research fellow. Dr. Mona Shahgholi (Caltech) and Naseem Torian (Caltech) are acknowledged for high-resolution mass spectrometry assistance. Dr. Scott C. Virgil (Caltech) is thanked for helpful discussions.

Attached Files

Accepted Version - nihms805961.pdf

Supplemental Material - anie201601991-sup-0001-misc_information.pdf


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