. 2021 Nov 24;6(50):34501–34511. doi: 10.1021/acsomega.1c04741

Table 1. Effects of Different Catalyst Substituents on the Yield of the Ring-Opening Reaction and ee of the Products.

entry	catalyst	solvent	yield (%)^a	ee (%)^b
1	1a	CH₂Cl₂	80	0
2	1b	CH₂Cl₂	83	36
3	1c	CH₂Cl₂	88	57
4	1d	CH₂Cl₂	89	70
5	1e	CH₂Cl₂	89	49
6	1f	CH₂Cl₂	88	70
7	1g	CH₂Cl₂	82	72
8	1h	CH₂Cl₂	94	63
9	1i	CH₂Cl₂	92	58
10	1j	CH₂Cl₂	89	73
11	1k	CH₂Cl₂	87	67
12	1l	CH₂Cl₂	87	65
13	1j	hexane	86	67
14	1j	diethyl ether	82	65
15	1j	THF	81	64
16	1j	toluene	98	74

Isolated yield of S-benzyl thioester monocarboxylic acid.

The ee values were determined by chiral-phase HPLC using the OD-H column.