Breaking the cis rule: L-Proline and not as expected D-proline led to (-)-amathaspiramide F with the correct configuration in a short sequence of steps (see retrosynthetic scheme). This synthesis features an exception to the principle of self-regeneration of chirality and a strategy for circumventing a problematic Nef reaction in the presence of densely spaced polar functionality.
|Original language||English (US)|
|Number of pages||4|
|Journal||Angewandte Chemie - International Edition|
|State||Published - Dec 2 2002|
- Nef reaction
- Total synthesis
ASJC Scopus subject areas