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. Author manuscript; available in PMC: 2022 Sep 15.
Published in final edited form as: J Am Chem Soc. 2021 Sep 3;143(36):14487–14494. doi: 10.1021/jacs.1c07608

Table 1.

Optimized conditions and variations.

graphic file with name nihms-1792471-t0006.jpg
Entry deviation from standard Yield of 5 (%)a
1 none 93 (86)b
2 2.0 equiv. EtNiPr2 71
3 0 equiv. EtNiPr2 78
4 2,6-lutidine in place of EtNiPr2 88
5 6·[O] in place of 1·[O] 85
6 7·[O] in place of 1·[O] 0
a

Yield determined by 1H NMR against internal standard on 0.125 mmol scale reaction.

b

Isolated yield on 0.5 mmol scale reaction. DEMBM = diethyl(methyl)bromomalonate, 1,2-DCE = 1,2-dichloroethane.