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The Syntheses Of Fused Cyclic 5/6-Membered Ring Lactams Via Enamine Hydrogenation

Table 1:

Position 13C (ppm) 1H (mult., ΣH))
2 (CDCl3) 3 (MeOD) 2 (CDCl3) 3 (MeOD)
1-N 27.70 28.24 2.57 (s, 3H) 2.52 (s, 3H)
2 171.99 170.89 - -
3 54.96 65.65 3.78-3.79 (d, 1H) 3.35-3.37 (d, 1H)
4 52.37 41.86- 3.32-3.36 (m, 1H) 2.52-2.54 (m, 1H)
5 65.06 69.35 4.66-4.68 (d, 1H) 4.02-4.04 (d, 1H)
6-N - 51.65 - 3.47 (s, 3H)
7 172.01 173.16 - -
8 168.53 35.79 - 2.37-2.45 (m, 2H)
9 171.28 - - -
10 167.50 - - -
OCH3 51.29 55.42 3.69 (s, 3H) 3.80 (s, 3H)
1’ 138.40 130.53 - -
2’ 128.60 114.43 7.35-7.42 (m, 5H) 6.88-6.91 (d, 2H)
3’ 128.44 128.62 7.10-7.12 (d, 2H)
4’ 127.67 159.81 -
5’ 128.44 128.62 7.10-7.12 (d, 2H)
6’ 128.60- 114.43 6.88-6.91 (d, 2H)-
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