1264758-10-2Relevant academic research and scientific papers
Heteroaromatic synthesis via olefin cross-metathesis: Entry to polysubstituted pyridines
Donohoe, Timothy J.,Basutto, Jose A.,Bower, John F.,Rathi, Akshat
supporting information; experimental part, p. 1036 - 1039 (2011/04/27)
The olefin cross-metathesis reaction provides a rapid and efficient method for the synthesis of α,β-unsaturated 1,5-dicarbonyl derivatives which then serve as effective precursors to mono-tetrasubstituted pyridines. Manipulation of the key 1,5-dicarbonyl intermediate allows access to pyridines with a wide range of substitution patterns. An extension of this methodology facilitates the preparation of pyridines embedded within macrocycles, as exemplified by an efficient synthesis of (R)-(+)-muscopyridine. High levels of regiocontrol, short reaction sequences, and facile substituent variation are all notable aspects of this methodology.(Figure Presented)
