Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 42, Pages 13472-13475Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b08693
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Funding
- JSPS KAKENHI [15H05755, 26288046, 26105723]
- Program for Leading Graduate Schools IGER program in Green Natural Sciences, MEXT, Japan
- Grants-in-Aid for Scientific Research [26288046, 15H05810, 15H05755, 26105723] Funding Source: KAKEN
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BBr3-chiral phosphoric acid complexes are highly effective and practical Lewis acid-assisted Bronsted acid (LBA) catalysts for promoting the enantioselective Diels-Alder (DA) reaction of a-substituted acroleins and alpha-CF3 acrylate. In particular, the DA reaction of alpha-substituted acroleins with 1,2-dihydropyridines gave the corresponding optically active isoquinuclidines with high enantioselectivities. Moreover, transformations to the key intermediates of indole alkaloids, catharanthine and allocatharanthine, are demonstrated.
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