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Chiral dendralenes for rapid access to enantiomerically pure polycycles

Miller, Natalie; Willis, Anthony; Paddon-Row, Michael; Sherburn, Michael


(Chemical Equation Presented) On a short fuse: Highly stereoselective and atom-efficient domino Diels-Alder/ lactonization/Diels-Alder sequences can be carried out using simple chiral [3]dendralenes to form fused-ring systems. This short and general approach to cross-conjugated systems promotes the rapid assembly of enantiomerically pure polycyclic ring systems common to biologically interesting terpenoids with virtually complete stereocontrol (see scheme).

CollectionsANU Research Publications
Date published: 2007
Type: Journal article
Source: Angewandte Chemie International Edition
DOI: 10.1002/anie.200603335


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