Efficient synthesis of cis-2,6-di-(2-quinolylpiperidine)

TETRAHEDRON LETTERS

卷:54

Article

Ding, Derong¹  Dwoskin, Linda P.¹  Crooks, Peter A.² 

[1] Univ Kentucky, Dept Pharmaceut Sci, Coll Pharm, Lexington, KY 40536 USA

[2] Univ Arkansas Med Sci, Coll Pharm, Dept Pharmaceut Sci, Little Rock, AR 72205 USA

关键词: Lobelane;    cis-2,6-Di-(2-quinolylpiperidine);    Norlobelane analogues;    Wittig reaction;    Swern oxidation;    Quinlobelane;   

DOI  :  10.1016/j.tetlet.2013.07.067

来源: Elsevier

【 摘 要 】

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-(triphenylphosphinylmethyl)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. (C) 2013 Elsevier Ltd. All rights reserved.

【 授权许可】

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