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. Author manuscript; available in PMC: 2024 Jun 7.
Published in final edited form as: J Am Chem Soc. 2023 May 22;145(22):12377–12385. doi: 10.1021/jacs.3c03587

Table 3. Sulfamate optimization.

graphic file with name nihms-1897686-t0004.jpg
entry RNH2 yield (%) er
1 graphic file with name nihms-1897686-t0005.jpg 42% 93:7
2 graphic file with name nihms-1897686-t0006.jpg 14% nd
3 graphic file with name nihms-1897686-t0007.jpg 54%
64% c
95:5
95:5
4 graphic file with name nihms-1897686-t0008.jpg 65%c 93:7
a

Determined by 1H NMR in CDCl3 using trimethyl 1,3,5-benzenetricarboxylate as internal standard.

b

Determined by chiral HPLC.

c

1.5 equivalents of sulfamate instead of 1.2 equivalents.