Heterocyclic Compounds
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ChemInform Abstract: Exploring the Stereoselectivity in the Peterson Reaction of Several 2-Substituted 1-Azabicyclo[2.2.2]octan-3-ones.
First published: 08 June 2010
Abstract
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ChemInform Abstract
In order to develop a (Z)-stereoselective synthesis of the title compounds the Peterson reaction between a series of azabicyclooctan-3-ones (I) and isoxazole (II) is investigated. In all cases, the (Z)-product (III) is the predominant isomer. Especially high selectivity is obtained by insertion of a bulky substituent like phenylsulfanyl α to the carbonyl group.
