Chiral dendralenes for rapid access to enantiomerically pure polycycles

Date

2007

Authors

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

Journal Title

Journal ISSN

Volume Title

Publisher

Wiley-VCH Verlag GMBH

Abstract

(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).

Description

Keywords

Keywords: Atoms; Polycyclic aromatic hydrocarbons; Self assembly; Stereochemistry; Cross-coupling; Cycloaddition; Dendralenes; Domino reactions; Fused-ring systems; Olefins Cross-coupling; Cycloaddition; Dendralenes; Domino reactions; Fused-ring systems

Citation

Source

Angewandte Chemie International Edition

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

DOI

10.1002/anie.200603335

Restricted until

2037-12-31