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. Author manuscript; available in PMC: 2021 Apr 1.
Published in final edited form as: J Am Chem Soc. 2020 Mar 20;142(13):5974–5979. doi: 10.1021/jacs.0c01332

Table 1.

Optimization Studiesa

graphic file with name nihms-1621090-t0004.jpg
Entry Phosphate Yield (%) er
1 P1 54 55:45
2 P2 30 52:48
3 P3 96 35:65
4 P4 62 86:14
5 P5 97 93:7
6 P6 98 87:13
7 P7 85 95:5
graphic file with name nihms-1621090-t0005.jpg
Entry Change from Entry 7 Yield (%) er
8 room temperature 93 89:11
9 thiophrenol H-atom donor 81 94:6
10 10 mol% P7 89 95:5
11 no base <1 -
12 no thiol <5 -
13 no photocatalyst <1 -
14 no light <1 -
a

Reactions were conducted on a 0.05 mmol scale, and yields determined by NMR analysis relative to an internal standard. Enantioselectivity was determined by HPLC analysis on a chiral stationary phase.