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Diene-Transmissive Enantioselective Diels-Alder Reactions and Sequences Involving Substituted Dendralenes

Sherburn, Michael; George, Josemon

Description

Readily available and stable substituted [3]- dendralenes undergo highly chemo-, regio-, diastereo-, and enantioselective organocatalyzed Diels−Alder reactions with acrolein to form enantiomerically enriched cycloadducts. These monocycloadducts carry semicyclic dienes that undergo a second, substrate-controlled diastereoselective Diels−Alder reaction with a different dienophile to form 2-fold cycloadducts. Overall, annulated, functional group rich, chiral Δ1(9)- octalin building blocks...[Show more]

CollectionsANU Research Publications
Date published: 2019
Type: Journal article
URI: http://hdl.handle.net/1885/211324
Source: Journal of Organic Chemistry
DOI: 10.1021/acs.joc.9b02296

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