Journal
ORGANIC LETTERS
Volume 20, Issue 6, Pages 1659-1662Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00437
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Funding
- MINECO-Spain [CTQ2013-41336-P, CTQ2016-76794-P]
- MEC-Spain (FPU-predoctoral grant)
- MEC-Spain (FPI-predoctoral grant)
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A novel procedure for the synthesis of cyclohexanones from alkynol or enyne derivatives through a cationic cyclization has been developed. The key points to obtain the six-membered ring derivatives are the use of starting materials containing a terminal alkyne, the use of tetrafluoroboric acid as a promoter of the cationic cyclization, and the appropriate selection of 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP) as solvent. This strategy can be extended to the biomimetic cationic cyclization of several terpene-derived polyenynes.
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