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A Two‐Step Synthesis of 2‐Spiropiperidines
Author(s) -
Griggs Samuel D.,
Thompson Nathan,
Tape Daniel T.,
Fabre Marie,
Clarke Paul A.
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201702467
Subject(s) - drug discovery , chemical space , combinatorial chemistry , chemistry , nanotechnology , materials science , biochemistry
Abstract A general two‐step synthesis of 2‐spiropiperidines has been developed. δ‐Amino‐β‐ketoesters can be reacted with cyclic ketones to generate 2‐spiropiperidines in good to excellent yields. The 2‐spiropiperidines formed occupy an under‐explored region of 3D‐chemical space and are novel scaffolds for use in drug discovery programs. These 2‐spiropiperidines can be further functionalised to generate small highly sp 3 ‐rich structures, which exhibit an excellent likeness to lead‐molecules in drug discovery.