Abstract
(Chemical Equation Presented) Designer elegance: The transannular aldol reaction of a cyclooctene diketone is the key step in this total synthesis of the natural enantiomer of merrilactone A (see scheme). The configuration of the two stereocenters generated in the formation of the central bicyclo[3.3.0]octane framework of the natural product was established using a specially designed bulky protecting group.
Original language | English |
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Pages (from-to) | 4843-4848 |
Number of pages | 6 |
Journal | Angewandte Chemie - International Edition |
Volume | 45 |
Issue number | 29 |
DOIs | |
Publication status | Published - 2006 Jul 17 |
Externally published | Yes |
Keywords
- Aldol reaction
- Asymmetric synthesis
- Medium-ring compounds
- Protecting groups
- Terpenoids
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)