Tetrahedron Letters p. 727 - 730 (1997)
Update date:2022-09-26
Topics:
Lin, Yun Ming
Oh, Taeboem
Aldimines derived from 3-indoleacetaldehyde and 3-indolecarboxaldehyde undergo Lewis acid catalyzed Diels-Alder reactions. We found that Zn(OTf)2 is an excellent promoter of hetero Diels-Alder reactions of imines with acidic α-hydrogens. Higher yields were obtained with aldimines from 3-indolecarboxaldehyde which does not have the acidic α-hydrogens.
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