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. Author manuscript; available in PMC: 2024 May 8.
Published in final edited form as: J Am Chem Soc. 2023 Oct 27;145(44):24175–24183. doi: 10.1021/jacs.3c08301

Table 1.

Reaction Optimization

graphic file with name nihms-1947855-t0011.jpg
entry deviation from standard conditionsa aziridine conversion [%]b yield [%]b B:Lb
1 none 100 81 12:1

2 R = Ac 100 31 1:6
3 R = Boc 96 33 1:3
4 R = Cbz 100 13 1:1

5 CpTiCl3 88 40 3:1
6 TMSCl instead of Ti 36 < 5
7 TiCl4•THF2 80 24 1:1
8 Cp2TiCl2 47 <5
9 (Cp*)2TiCl2 34 <5

10 Mn 93 71 11:1
11 TDAE 100 81 11:1

12 without Ni/ligand 100 0
13 without ligand 100 9 11:1
14 without Cp*TiCl3 32 <5
15 wtihout NEt3•HBr 100 34 9:1
16 without Zn 86 0

graphic file with name nihms-1947855-t0012.jpg
a

NEt3•HBr (2.0 equiv), Zn (3.0 equiv), THF (0.15 M).

b

Reactions performed on 0.1 mmol scale. Yields and selectivity were determined by GC-FID with dodecane as an internal standard.