Abstract
The other side: A convergent total synthesis of peloruside A (1) is described. The key strategic features are a diastereoselective lactonization to generate a C5-C9 valerolactone from the C2-symmetric ketone 3, and a relay ring-closing metathesis reaction to produce a dehydrovalerolactone 2. A new isomer of 1, the valerolactone isopeloruside A (iso-1), was identified. MOM=methoxymethyl.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 6151-6155 |
| Number of pages | 5 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 49 |
| Issue number | 35 |
| DOIs | |
| State | Published - Aug 16 2010 |
UN SDGs
This output contributes to the following UN Sustainable Development Goals (SDGs)
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SDG 7 Affordable and Clean Energy -
SDG 9 Industry, Innovation, and Infrastructure -
SDG 12 Responsible Consumption and Production
Keywords
- Aldol reaction
- Lactones
- Metathesis
- Natural products
- Total synthesis
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