Skip navigation
Skip navigation

Diversity-oriented synthesis of enantiomerically pure steroidal tetracycles employing Stille/Diels-Alder reaction sequences

Sunnemann, Hans Wolf; Banwell, Martin; de Meijere, Armin


Various steroid analogues were synthesized by Stille coupling of bicyclo[4.3.0]nonenylstannanes cis-/trans-8 and 14 with cyclohexenol triflates 17 and 18 and subsequent Diels-Alder reactions of the resulting dienes. The enantiomerically pure bicyclo[4.3.0]nonenylstannanes cis- and trans-8 were prepared in good yields via the enol triflates cis- and trans-7, obtained from the bicyclo[4.3.0]non-2-en-3-one 5. The alkenylstannane 14 was obtained from the [2+2] cycloadduct 10a produced from addition...[Show more]

CollectionsANU Research Publications
Date published: 2008
Type: Journal article
Source: Chemistry, A European Journal
DOI: 10.1002/chem.200800601


File Description SizeFormat Image
01_Sunnemann_Diversity-oriented_synthesis_2008.pdf484.82 kBAdobe PDF    Request a copy

Items in Open Research are protected by copyright, with all rights reserved, unless otherwise indicated.

Updated:  12 November 2018/ Responsible Officer:  University Librarian/ Page Contact:  Library Systems & Web Coordinator