A new reagent for the selective, high-yield N-dealkylation of tertiary amines: improved syntheses of naltrexone and nalbuphine
RA Olofson, JT Martz, JP Senet, M Piteau…
Index: Olofson, R. A.; Martz, Jonathan T.; Senet, Jean-Pierre; Piteau, Marc; Malfroot, Thierry Journal of Organic Chemistry, 1984 , vol. 49, # 11 p. 2081 - 2082
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Citation Number: 358
Abstract
(16) Maier, W. F.; Schleyer, P. von RJ Am. Chem. SOC. 1981,103, (17) For 14: 'H NMR (360 MHz. CDCld 6 1.105 Iddd. 1 H. J = 2.2. 1891. 4.6; 12.7 Hz, 12&H), 1.255 (t, 1 H, j = 4.3 Hz, OH), 1.42-1.67 (m, 5 H); 1.697 (8, 3 H, 16-H), 1.790 (m, 1 H, 3-H), 1.910 (m, 2 H, 8-H), 2.330 (d, 1 H, J = 12.7 Hz, 12a-H), 2.392 (dd, 1 H, J = 4.6,6.5 Hz, 5-H), 3.357 (d, 2 H, J = 4.3 Hz, 15-H), 3.401 (d. 1H. J = 4.5 Hz, 11-H), 4.358 (8.1 H, 2-H) ... ... Masato Koreeda,* Juan I. ...
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