Successive beckmann rearrangement-alkylation sequence by organoaluminum reagents. Simple route to dl-pumiliotoxin C

…, Y Matsumura, T Miyazaki, K Maruoka…

文献索引：Hattori, Kazunobu; Matsumura, Yasushi; Miyazaki, Tohru; Maruoka, Keiji; Yamamoto, Hisashi Journal of the American Chemical Society, 1981 , vol. 103, # 24 p. 7368 - 7370

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被引用次数: 45

摘要

'Reaction performed on a I-2-mmol scale. Oxime mesylates were prepared by reaction of oximes in CH, Cl, containing a 50% molar excess of Et, N with a 10% molar excess of mesyl chloride at-20" C for 30 min. Recrystallization of the crude mesylate from ether-hexane or ether-CH, C1, gave the pure oxime mesylate as white crystals in 75-8576 yields. Oxime tosylates can be obtained as described for the preparation of 9 (see text) in 80-95% yields. ...