Issue in Honor of Prof. Rod Rickards ARKIVOC 2004 (x) 80-93
(NCO), 209.60 (NCOCH3); m/z: 230(M+1, 12%), 229(M+, 60%), 214(18), 200(12), 187(19),
186(100), 184(13), 159(25)158(22), 146(7), 132(6), 131(7), 130(14), 117(7), 105(8), 104(15), 90(7), 89(6), 77(10), 76(7); HRMS exact mass calcd. for C14H15NO2 is 229.1103, found 229.1103; Anal. Calcd. for C14H15NO2: C, 73.34;H, 6.59; N, 6.11. Found: C, 73.04; H, 6.37; N,
5.81.] iii) cis-10-Acetyl-1,2,3,5,6,7,8,8a-octahydrobenzo[a]indolizine-5-one (38). (0.029 g,
0.13 mmol, 6%). 1H NMR d 1.68-1.74 (m, 1H, 8-Hax and 9-Hax), 1.87 (s, 3H, COCH3), 1.962.07 (m, 1H, 8-Heq), 2.21-2.27 (m, 1H, 9-Heq), 2.01 (m 1H, 7-Hax), 3.44 (m, 1H, 10-Heq), 4.44 (d, 1H, J = 4.5 Hz, 10a-Hax), 4.52 (m, 1H, 7-Heq), 7.35-7.52 (m, 2H, 1, 2 and 3-ArH), 7.84-7.87 (m, 1H, 4-ArH); 13C NMR d 20.02 (8-CH2), 25.81 (9-CH2), 30.88 (COCH3), 39.06 (7-CH2), 47.57 (10-CH), 58.67 (10a-CH), 120.86, 123.71, 128.19, 130.97 (4xArCH), 133.52 (10b-Cq), 143.19 (4a-Cq), 166.50 (NCO), 206.54 (COCH3); m/z: 230(M+1, 23%), 229(M+, 54%), 214(27), 200(20), 187(30), 186(100), 184(28), 160(36), 159(48), 158(43), 149(25), 146(23), 132(25), 131(29), 130(39), 117(21), 105(29), 104(45), 90(25), 89(20), 77(34), 76(30), 71(23), 57(22); HRMS exact mass calcd. for C14H15NO2 229.1103, found 229.1104.
References
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