Switching the Stereochemical Outcome of 6-Endo-Trig Cyclizations; Synthesis of 2,6-Cis-6-Substituted 4‑Oxopipecolic Acids

A base-mediated 6-endo-trig cyclization of readily accessible enone-derived α-amino acids has been developed for the direct synthesis of novel 2,6-cis-6-substituted-4-oxo-l-pipecolic acids. A range of aliphatic and aryl side chains were tolerated by this mild procedure to give the target compounds i...

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Veröffentlicht in:	Journal of organic chemistry 2012-11, Vol.77 (22), p.10001-10009
Hauptverfasser:	Daly, Mark, Cant, Alastair A, Fowler, Lindsay S, Simpson, Graham L, Senn, Hans Martin, Sutherland, Andrew
Format:	Artikel
Sprache:	eng
Schlagworte:	Aliphatic compounds Chemistry Cyclization Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Molecular Structure Organic chemistry Pipecolic Acids - chemical synthesis Pipecolic Acids - chemistry Preparations and properties Stereoisomerism
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