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. Author manuscript; available in PMC: 2020 Jun 14.
Published in final edited form as: Tetrahedron. 2019 Mar 25;75(24):3248–3252. doi: 10.1016/j.tet.2019.03.035

Table 1.

Reaction Development and Optimizationa

graphic file with name nihms-1020913-t0003.jpg

Entry PR3 Reagent Yield %b
1 Triphenylphosphine (PPh3, 4) 4
2 Tri-tert-butylphosphine (P(tBu)3, 5) 24
3 Tricyclohexylphosphine (PCy3, 6) 46
4 Tributylphosphine (PBu3, 7) 66
5 Triethylphosphine (PEt3, 8) 81
6 Trimethylphosphine (PMe3, 9) 39c
7 Triethylphosphite (P(OEt)3, 10) 8
8 Tris(dimethylamino)phosphine (P(NMe)3, 11) 10
a

0.5 mmol scale.

b

Yields determined via GC vs internal standard.

c

PMe3 was introduced as a 1 M solution in THF.