Skeletal diversity through radical cyclization of tetrahydropyridine scaffolds.
Suitably functionalized tetrahydropyridines (methyl pipecolates) have been used as conformationally biased templates for radical cyclizations to access benzoisoquinuclidines and linearly fused indenopiperidines. Variation of skeletal types is determined by location of a radical-initiating element.
Dandapani
Sivaraman
S
Department of Chemistry and Center for Chemical Methodology and Library Development, Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USA.
Duduta
Mihai
M
Panek
James S
JS
Porco
John A
JA
D000478:Alkylation; D002244:Carbon / Q000737:chemistry; D003500:Cyclization; D005609:Free Radicals / Q000737:chemistry; D006827:Hydantoins / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry
D005609:Free Radicals; D006827:Hydantoins; D011725:Pyridines; D002244:Carbon; D006859:Hydrogen