A versatile approach to 6-substituted-5-methoxy-8-lactam framework and application to the formal synthesis of (±)-homopumiliotoxin 223G
A versatile approach to 6-substituted-5-methoxy-8-lactam framework and application to the formal synthesis of (±)-homopumiliotoxin 223G
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DOI：
10.1016/j.tet.2004.09.001
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发表时间：
2004-11-01
期刊：
影响因子：
2.1
通讯作者：
Chang, NC
中科院分区：
文献类型：
--
作者：
Chen, BF;Tasi, MR;Chang, NC
在各种 6-取代-5-甲氧基-δ-内酰胺中，6 种是由 α-磺酰基乙酰胺 9 分 4 步合成的，收率良好。关键的戊二酰亚胺7是通过简单的[3+3]环化获得的。该方法的特点是在戊二酰亚胺 7 中区域选择性地引入 C-6 取代基。还报道了三苄基内酰胺 8 的合成和 (+/-)-homopumiliotoxin 223G 的正式合成。 (C) 2004 Elsevier Ltd. 保留所有权利。
Of the various 6-substituted-5-methoxy-delta-lactams 6 were synthesized from alpha-sulfonyl acetamide 9 in 4 steps in good yield. The key glutarimides 7 were obtained via facile [3+3] annulation. The method featured regioselective introduction of C-6 substituents in glutarimides 7. Synthesis of tribenzyl lactam 8 and the formal synthesis of (+/-)-homopumiliotoxin 223G were also reported. (C) 2004 Elsevier Ltd. All rights reserved.