Strategies for the Synthesis of Spiropiperidines - A Review of the Last 10 Years

Samuel D. Griggs; Daniel T. Tape; Paul A. Clarke

doi:10.1039/C8OB01271G

Strategies for the Synthesis of Spiropiperidines - A Review of the Last 10 Years

Samuel D. Griggs, Daniel T. Tape, Paul A. Clarke^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Review article › peer-review

Abstract

Spiropiperidines have gained in popularity in drug discovery programmes as medicinal chemists explore new areas of
three-dimensional chemical space. This review focuses on the methodology used for the construction of 2-, 3- and 4-
spiropiperidines, covering the literature from the last 10 years. It classifies the synthesis of each of the types of
spiropiperidine by synthetic strategy: the formation of the spiro-ring on a preformed piperidine ring, and the formation of
the piperidine ring on a preformed carbo- or heterocyclic ring. While 3- and 4-spiropiperidines are predominantly
synthesised for drug discovery projects, 2-spiropiperidines are synthesised en route to natural products. The lack of 2-
spiropiperidines in drug discovery is presumably due to limited general procedures for their synthesis.

Original language	English
Pages (from-to)	6620-6633
Number of pages	14
Journal	Organic and Biomolecular Chemistry
Volume	16
Issue number	36
DOIs	https://doi.org/10.1039/C8OB01271G https://doi.org/10.1039/C8OB01271G
Publication status	Published - 4 Jul 2018

Bibliographical note

© 2018, The Royal Society of Chemistry.This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details

Keywords

Spirocycles
Piperidines
Medicinal chemistry

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© 2018, The Royal Society of Chemistry.This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details
Accepted author manuscript, 1.16 MB

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abstract = "Spiropiperidines have gained in popularity in drug discovery programmes as medicinal chemists explore new areas ofthree-dimensional chemical space. This review focuses on the methodology used for the construction of 2-, 3- and 4-spiropiperidines, covering the literature from the last 10 years. It classifies the synthesis of each of the types ofspiropiperidine by synthetic strategy: the formation of the spiro-ring on a preformed piperidine ring, and the formation ofthe piperidine ring on a preformed carbo- or heterocyclic ring. While 3- and 4-spiropiperidines are predominantlysynthesised for drug discovery projects, 2-spiropiperidines are synthesised en route to natural products. The lack of 2-spiropiperidines in drug discovery is presumably due to limited general procedures for their synthesis.",

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AU - Clarke, Paul A.

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AB - Spiropiperidines have gained in popularity in drug discovery programmes as medicinal chemists explore new areas ofthree-dimensional chemical space. This review focuses on the methodology used for the construction of 2-, 3- and 4-spiropiperidines, covering the literature from the last 10 years. It classifies the synthesis of each of the types ofspiropiperidine by synthetic strategy: the formation of the spiro-ring on a preformed piperidine ring, and the formation ofthe piperidine ring on a preformed carbo- or heterocyclic ring. While 3- and 4-spiropiperidines are predominantlysynthesised for drug discovery projects, 2-spiropiperidines are synthesised en route to natural products. The lack of 2-spiropiperidines in drug discovery is presumably due to limited general procedures for their synthesis.

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ER -

Strategies for the Synthesis of Spiropiperidines - A Review of the Last 10 Years

Abstract

Bibliographical note

Keywords

Access to Document

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Cite this