. 2021 Aug 4;23(16):6444–6449. doi: 10.1021/acs.orglett.1c02258

Table 1. Chiral Ligand Survey^a.

entry	ligand	% 12a^b	12a:13a^b	er 12a^c
1	(S,S)-Ph-BPE	64	89:11	20:80
2	(R)-BINAP	82	83:17	18:82
3	(R)-Segphos	51	86:14	30:70
4	W3	64	90:10	57:43
5	W8	77	81:19	93:7^d
6	J6	58	91:9	15:85
7	J11	60	78:22	28:72
8^e	W8	71	87:13	87:13
9^f	W8	58	>99:1	88:12
10^f^,^g	W8	61	90:10	91:9
11^h	W8	45ⁱ	52:48^j	85:15ⁱ^,^k
12^f^,^h	W8	50ⁱ	>99:1^j	97:3
13^f^,^g^,^h	W8	77ⁱ	>99:1^j	96:4

1a (0.25 mmol), 11 (0.375 mmol), and 0.50 mmol Me(MeO)₂SiH in 0.5 mL of toluene. In all cases, a single diastereomer of 12a and 13a was obtained (¹H NMR spectroscopic analysis). See the Supporting Information for additional details.

Determined by ¹H NMR spectroscopy on the unpurified reaction mixture using dimethylfumarate as standard.

Value determined by chiral HPLC analysis.

Er of 13a was 50:50.

Using 10 equiv of silane.

2 equiv of t-BuOH added.

PhCF₃ used as solvent.

Propiophenone (8b) used in place of 8a.

ⁱ

Value for 12b.

Ratio of 12b:13b.

Er fo 13b was 60:40.

Table 1. Chiral Ligand Surveya.

Table 1. Chiral Ligand Survey^a.