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. Author manuscript; available in PMC: 2021 Jun 3.
Published in final edited form as: J Am Chem Soc. 2020 May 18;142(22):9925–9931. doi: 10.1021/jacs.0c03900

Scheme 4.

Scheme 4.

Stereoselective 1,4-Addition with γ-Monosubstituted Allylic Nucleophilesa-c

aReactions performed under a N2 atmosphere. bYields of purified products after SiO2 chromatography. Experiments were run in duplicate. cDiastereomeric ratios (dr) determined by analysis of 1H NMR spectra of purified products. See the SI for details. dWith 2.0 equiv of 1. eFrom rac 4-((tert-butyldimethylsilyl)oxy)cyclopent-2-en-1-one.