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. Author manuscript; available in PMC: 2019 Nov 1.
Published in final edited form as: J Am Chem Soc. 2017 Jul 13;139(30):10208–10211. doi: 10.1021/jacs.7b05327

Table 1.

Synthesis of enantioenriched cyclobutanones.

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a

Reaction conditions: 1 (0.1 mmol), [(S,S)-BDPP]CoCl2 (2 mol%), zinc (10 mol%), MeCN (0.5 mL), 50 °C, 24 h.

b

Gram-scale reaction (1a 6.40 mmol; [(S,S)-BDPP]CoCl2 (0.128 mmol, 2 mol%), zinc (0.640 mmol, 10 mol%), MeCN (32 mL, 0.2M), 50 °C, 24 h).

c

Robustness evaluation: Identical conditions above (a) + A [additive] (0.1 mmol, 1 equiv.).

d

Isolated yields of 5. Diastereo- and regioisomeric ratio determined by GC-FID analysis of the unpurified reaction mixture. Enantioselectivies determined by SFC analysis of the purified ketone.