Chemical Communications p. 2373 - 2374 (1996)
Update date:2022-08-16
Topics:
Graven, Anette
Johannsen, Mogens
Jorgensen, Karl Anker
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.
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