4.3 Article

Regio- as well as stereoselective epoxide ring opening reactions using 3,3,3-trifluoroprop-1-yne

Journal

JOURNAL OF FLUORINE CHEMISTRY
Volume 257, Issue -, Pages -

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2022.109971

Keywords

Trifluoromethyl; Alkynes; Epoxides; Felkin-Anh model; Hydride migration

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The utilization of 3,3,3-trifluoroprop-1-yne in the presence of BF3·OEt2 was demonstrated to achieve regio- and stereoselective ring opening of various epoxides, leading to the synthesis of CF3-containing homopropargylic alcohols in high yields.
Utilization of 3,3,3-trifluoroprop-1-yne for the regio-as well as stereoselective ring opening of a variety of epoxides by the assistance of BF3 center dot & nbsp;OEt2 was demonstrated which successfully furnished the corresponding CF3- containing homopropargylic alcohols in good to excellent yields.

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