. 2023 Jan 4;9(1):64–71. doi: 10.1021/acscentsci.2c01121

Table 1. Optimization of Reaction Conditions^a.

graphic file with name oc2c01121_0008.jpg

entry	L*	base	solvent	yield of 2a [%]^b	yield of 3a (%)^b	ee (%)^c
1	PC1	Cs₂CO₃	toluene	4	4	75
2	PC2	Cs₂CO₃	toluene	14	18	95
3	PC3	Cs₂CO₃	toluene	14	n.d.	6
4	PC4	Cs₂CO₃	toluene	23	n.d.	1
5	PC5	Cs₂CO₃	toluene	17	n.d.	4
6	PC6	Cs₂CO₃	toluene	21	n.d.	93
7	PC7	Cs₂CO₃	toluene	14	10	6
8	PC8	Cs₂CO₃	toluene	25	3	80
9	PC9	Cs₂CO₃	toluene	27	3	79
10	PC10	Cs₂CO₃	toluene	31	17	96
11	PC10	K₂CO₃	toluene	36	n.d.	88
12	PC10	K₃PO₄	toluene	34	n.d.	88
13	PC10	CsOAc	toluene	n.d.	n.d.	–
14	PC10	KHCO₃	toluene	21	6	74
15	GF1	Cs₂CO₃	toluene	55	n.d.	97
16^d	GF1	Cs₂CO₃	CH₃CN	80(77)	n.d.	96
17	GF1	Cs₂CO₃	DMF	58	7	81
18	GF1	Cs₂CO₃	DMSO	42	8	36

Reaction conditions: 1a (0.1 mmol), Pd₂(dba)₃ (5 mol %), L* (11 mol %), base (0.2 mmol), solvent (1.0 mL), 100 °C, 12 h.

Yield was determined by GC using tetradecane as an internal standard.

Determined by HPLC using a chiral stationary phase.

The yield of isolated product is shown within the parentheses. DMSO = Dimethyl sulfoxide. DMF = N,N-Dimethylformamide. n.d. = not detected.

Table 1. Optimization of Reaction Conditionsa.