Abstract
A highly regioselective domino metathesis reaction of 7-oxanorbornene was developed that employed an intramolecular association of an amide carbonyl group to a ruthenium metal centre. By using this reaction, twelve glutamate analogues inspired by dysiherbaine were efficiently synthesized over 12-14 steps; one of the analogues exhibited bioactivity consistent with central nervous system depression.
Original language | English |
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Pages (from-to) | 5215-5220 |
Number of pages | 6 |
Journal | European Journal of Organic Chemistry |
Issue number | 31 |
DOIs | |
Publication status | Published - 2008 Nov 1 |
Keywords
- Combinatorial chemistry
- Domino reactions
- Metathesis
- Nitrogen heterocycles
- Oxygen heterocycles
- Regioselectivity
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry