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. Author manuscript; available in PMC: 2024 Nov 1.
Published in final edited form as: Chemistry. 2023 Dec 11;30(7):e202302996. doi: 10.1002/chem.202302996

Table 1.

Enzymatic resolution of α-sulfinyl carboxylates.[a]

graphic file with name nihms-1957510-t0008.jpg
Entry Cmpd R Buffer
pH
Time
(h)
% Yield
1 (% ee)
% Yield
2 (% ee)
1[b] 1a/2a graphic file with name nihms-1957510-t0009.jpg 7.5 16 46 (>98) 30 (99)
2[b] 1b/2b n-Hex 9.0 12 46 (>98) 32 (>99)
3 1c/2c graphic file with name nihms-1957510-t0010.jpg 7.5 16 48 (>99) 35 (>99)
4 1d/2d graphic file with name nihms-1957510-t0011.jpg 7.5 15 47 (>99) 36 (96)
5 1e/2e graphic file with name nihms-1957510-t0012.jpg 7.5 15 46 (>99) 35 (>99)
6 1f/2f graphic file with name nihms-1957510-t0013.jpg 8.6 14 45 (>99) 33 (>99)
7 1g/2g graphic file with name nihms-1957510-t0014.jpg 7.5 16 45 (>99) 33 (98)
8[b],[c] 1h/2h graphic file with name nihms-1957510-t0015.jpg 9.5 60 44 (>99) 30 (89)
[a]

Reactions on a 1 g scale with 10 wt% lipoprotein lipase from Burkholderia sp., 8:1 50 mM phosphate buffer:toluene unless otherwise noted.

[b]

30 wt% lipase.

[c]

100 mM phosphate buffer.