Approaches toward the enantioselective total synthesis of amarogentic

Three different, but complementary strategies for the enantioselective synthesis of the secoiridoid core of amarogentin were evaluated. The first is based on the enantioselective desymmetrisation of meso-anhydrides using titanium TADDOLates. 1,2,4,6-Tetrahydrophthalic anhydride was desymmetrised and chemoselectively reduced to give (3aR, 7aS)-3a,4,7,7a-Tetrahydro-3H-isobenzofuran-1-one. Further development of this route was performed on a racemic model.

Grantor dc:publisher.institution

Department of Chemistry

Year dc:date.issued

2001

Author dc:creator

• Stevens, Anne Therese

Advisors dc:contributor.advisor

• Bull, James R
• Chibale, Kelly

Language dc:language.iso

eng

Handle dc:identifier.uri

http://hdl.handle.net/11427/6292

OAI identifier oai:identifier

oai:open.uct.ac.za:11427/6292