Efficient synthesis of cis-2,6-di-(2-quinolylpiperidine)
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- 作者：Derong Ding ; Linda P. Dwoskin ; Peter A. Crooks
- 关键词：Lobelane ; cis-2 ; 6-Di-(2-quinolylpiperidine) ; Norlobelane analogues ; Wittig reaction ; Swern oxidation ; Quinlobelane
- 刊名：Tetrahedron Letters
- 出版年：2013
- 出版时间：18 September, 2013
- 年：2013
- 卷：54
- 期：38
- 页码：5211-5213
- 全文大小：488 K
文摘
An efficient synthesis of cis-2,6-di-(2-quinolylpiperidine) has been developed. The key steps involve Wittig reaction of N-Cbz-protected cis-piperidine-2,6-dicarboxaldehyde (3) with 2-(triphenylphosphinyl-methyl)quinoline bromide (4) and sequential removal of the N-Cbz group and double bond reduction. This synthetic procedure provides an efficient preparation for this useful norlobelane analogue.