학술논문

Synthesis of (Z)-Cinnamate Esters by Nickel-Catalyzed Stereoinvertive Deoxygenation of trans -3-Arylglycidates.
Document Type
Article
Source
Synlett. Sep2022, Vol. 33 Issue 14, p1353-1356. 4p.
Subject
*DEOXYGENATION
*ESTERS
*NICKEL
*TRIPHENYLPHOSPHINE
Language
ISSN
0936-5214
Abstract
We report a stereoinvertive deoxygenation of trans -3-arylglycidates as an alternative route to access thermodynamically less stable (Z)-cinnamate esters by using nickel triflate and triphenylphosphine. Broad functional-group tolerance was observed, with trans -3-arylglycidates containing methyl, methoxy, halo, or nitro groups affording the corresponding (Z)-cinnamate esters in high yields and with moderate to high E/Z ratios. [ABSTRACT FROM AUTHOR]