2024-03-28T12:19:22Z
https://nagoya.repo.nii.ac.jp/oai
oai:nagoya.repo.nii.ac.jp:00023206
2023-01-16T04:59:45Z
320:321:322
Enantioselective Diels–Alder Reaction Induced by Chiral Supramolecular Lewis Acid Catalysts Based on CN···B and PO···B Coordination Bonds
Hatano, Manabu
Hayashi, Kazushi
Sakamoto, Tatsuhiro
Makino, Yuma
Ishihara, Kazuaki
open access
supramolecular catalysts
asymmetric catalysis
Diels–Alder reactions
Lewis acids
dienes
aldehydes
Chiral supramolecular boron Lewis acid catalysts were prepared from chiral 3-phosphoryl-1,1′-bi-2-naphthols, (2-cyanophenyl)boronic acids, and tris(pentafluorophenyl)borane, bound through CN···B and PO···B coordination bonds. In particular, the coordinated tris(pentafluorophenyl)boranes increase the Lewis acidity of the active center in the manner of a Lewis acid assisted Lewis acid catalyst system. A possible cavity in these catalysts was highly suitable for several Diels–Alder probe reactions of acroleins with cyclic or acyclic dienes, which gave the corresponding adducts in good to high yields and high enantioselectivities.
Georg Thieme Verlag
2016-04
eng
journal article
AM
http://hdl.handle.net/2237/25400
https://nagoya.repo.nii.ac.jp/records/23206
https://doi.org/10.1055/s-0035-1561362
0936-5214
Synlett
27
7
1061
1067
https://nagoya.repo.nii.ac.jp/record/23206/files/Manuscript-revised.pdf
application/pdf
958.3 kB
2017-04-01