Synthesis of highly functionalized β-aminocyclopentanecarboxylate stereoisomers by reductive ring opening reaction of isoxazolines

6533b82cfe1ef96bd1290157

RESEARCH PRODUCT

Synthesis of highly functionalized β-aminocyclopentanecarboxylate stereoisomers by reductive ring opening reaction of isoxazolines

Loránd Kiss Ferenc Fülöp Reijo Sillanpää Melinda Nonn

subject

amino acids Nitrile Organic Chemistry reduction isoxazolines Ring (chemistry)Cycloaddition Full Research Paper lcsh:QD241-441 chemistry.chemical_compound Chemistry chemistry lcsh:Organic chemistry Organic chemistry functionalization lcsh:Q lcsh:Science ta116 cycloaddition

description

A rapid and simple procedure was devised for the synthesis of multifunctionalized cyclic β-amino esters and γ-amino alcohols via the 1,3-dipolar cycloaddition of nitrile oxides to β-aminocyclopentenecarboxylates. The opening of the isoxazoline reductive ring to the corresponding highly functionalized 2-aminocyclopentanecarboxylates occurred stereoselectively with good yields.

year	journal	country	edition	language
2012-01-17	Beilstein Journal of Organic Chemistry

10.3762/bjoc.8.10 http://europepmc.org/articles/PMC3302068

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