Tetrahedron letters

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

D Ding, LP Dwoskin, PA Crooks

Index: Ding, Derong; Dwoskin, Linda P.; Crooks, Peter A. Tetrahedron Letters, 2013 , vol. 54, # 38 p. 5211 - 5213

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Citation Number: 4

Abstract

Abstract 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.