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. 2023 Jun 22;145(26):14221–14226. doi: 10.1021/jacs.3c05044

Table 1. Optimized Reaction Conditions: Standard Deviation Studies.

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Entry Deviation from Standard Reaction Conditiona Conversion (%) ee (%)
1 None 95 (81b) 96
2 0.5 M instead of 1 M 60 96
3 L2 instead of L1 43 83
4 L3 instead of L1 50 92
5 L4 instead of L1 70 92
6 Cs2CO3 instead of aq. CsOH 75 94
7 No aq. CsOH 40 96
8 Cs2CO3 instead of aq. CsOH; no H2O <5
9 No [Rh(cod)(OH)]2 <5
10 No Ligand <5
a

Reaction conditions: 1 (0.5 mmol, 1 equiv), 2a (1.5 mmol, 3 equiv), [Rh(cod)(OH)]2 (0.015 mmol, 3 mol%), ligand (0.035 mmol, 7 mol%), aq. CsOH (1 mmol, 2 equiv), THP:Tol (1:1, 0.5 mL), H2O (0.25 mL), 70 °C, 20 h.

b

Isolated yield (%).