Preparative Organic Chemistry
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ChemInform Abstract: Diastereoselective Synthesis of Highly Substituted 2,5-Diaminohexanes via Nitrile Oxide Cycloaddition to a Vinylogous Amino Acid.
First published: 04 August 2010
Abstract
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ChemInform Abstract
The 1,3-dipolar cycloaddition of the nitrile oxides derived from (II) to the pentenoate (I) gives a mixture of the syn and anti cycloadducts (III) and (IV). The individual isomers are converted to the desired 1, 4-diaminohexanes (required as inhibitors of HIV-1 protease) via selective cleavage of the isoxazoline ring.
