Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers

6533b871fe1ef96bd12d0efb

RESEARCH PRODUCT

Ring-opening metathesis of some strained bicyclic systems; stereocontrolled access to diolefinated saturated heterocycles with multiple stereogenic centers

Santos Fustero Loránd Kiss Márton Kardos Melinda Nonn Zsanett Benke

subject

chemistry.chemical_element stereogenic centers 010402 general chemistry Metathesis Ring (chemistry)01 natural sciences Full Research Paper Stereocenter lcsh:QD241-441 chemistry.chemical_compound lcsh:Organic chemistry lcsh:Science ring opening chemistry.chemical_classification Ethenolysis heterocycles Bicyclic molecule 010405 organic chemistry Chemistry Organic Chemistry Combinatorial chemistry 0104 chemical sciences Ruthenium Chemistry Lactam functionalization lcsh:Q metathesis Lactone

description

Ring-opening metathesis (ROM) of various unsaturated, constrained bicyclic ring systems has been investigated with the use of commercial ruthenium-based catalysts. Starting from various cyclodienes, the corresponding derived bicyclic lactone, lactam, and isoxazoline derivatives were submitted to ROM under ethenolysis. These functionalized, strained bicyclic systems afforded novel highly-functionalized diolefinated heterocyclic scaffolds in ROM reactions with stereocontrol, through the conservation of the configuration of the stereogenic centers of the starting compounds.

year	journal	country	edition	language
2018-10-01	Beilstein Journal of Organic Chemistry

10.3762/bjoc.14.247 http://europepmc.org/articles/PMC6204778

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