A highly chemo- and enantio-selective hetero-Diels–Alder reaction catalysed by chiral aluminium complexes
- 1 January 1996
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 20,p. 2373-2374
- https://doi.org/10.1039/cc9960002373
Abstract
A new, highly chemo- and enantio-selective catalytic hetero-Diels–Alder reaction of conjugated dienes containing allylic C–H bonds with carbonyl compounds has been developed; with the use of (S)-(–)-BINOL-AlMe (BINOL = 1,1′-bi-2-naphthol) as a catalyst, simple conjugated dienes react with glyoxylate esters, giving the (R)-enantiomer of the hetero-Diels–Alder adduct as the major product with up to 97% ee.Keywords
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