Enantioselective Synthesis of γ-Functionalized Cyclopentenones and δ-Functionalized Cycloheptenones Utilizing a
Qianjia Yuan1,2, Matthew B Prater1,2, Matthew S Sigman1
1Department of Chemistry, University of Utah, 315 S 1400 E, Salt Lake City, UT, 84112.
Abstract:
In this report, the desymmetrization of cyclic enones under relay Heck conditions with an array of aryl boronic acids, alkenyl triflates and indole derivatives is described. This method grants facile access to diverse γ-functionalized cyclopentenones and δ-functionalized cycloheptenones. Using this approach, a formal synthesis of (S)-baclofen was completed in high yield and excellent enantioselectivity.
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