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. Author manuscript; available in PMC: 2022 Jun 18.
Published in final edited form as: Tetrahedron. 2021 May 11;90:132173. doi: 10.1016/j.tet.2021.132173

Table 8.

Optimization of CMD promotors with alkene 4a.

graphic file with name nihms-1703004-t0011.jpg
Entry CMD promotor Yield % (5a/5a’/5a”/4a)
1 L1 12/24/38/38
2 L2 14/trace/trace/74
3 L3 9/6/35/35
4 L4 11/24/38/34
5 L6 14/trace/10/62
6 L7 5/trace/9/74
7 L8 trace/3/23/24
8 L9 3/3/32/19

graphic file with name nihms-1703004-f0012.jpg

a

Standard conditions are 4a (0.1 mmol, 1.0 equiv), 2a (1.5 equiv), Pd(OAc)2 (10 mol %), CMD promoter (20 mol %), NBE N6 (50 mol %), AgOAc (2.0 equiv), MTBE (0.5 mL, 0.2 M), under air, 100 °C, 24 hours. Yields were determined by 1H NMR analysis using CH2Br2 as the internal standard.