Journal
ORGANIC LETTERS
Volume 17, Issue 21, Pages 5284-5287Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02654
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Funding
- Advanced Catalytic Transformation Program for Carbon Utilization (ACT-C) from Japan Science and Technology Agency (JST)
- Ministry of Education, Culture, Sports, Science and Technology (Japan) [15H03809, 25105729, 23655035]
- Grants-in-Aid for Scientific Research [15H05845, 23655035, 25105729, 15H03809] Funding Source: KAKEN
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A new efficient synthetic route to unsymmetrically substituted dihydropyridine scaffolds via dehydrative [4+2] cycloaddition of N-tosylated alpha,beta-unsaturated imines with aldehydes has been developed. This transformation is enabled by (i) the remarkable catalytic ability of the cationic Ru(IV) porphyrin complex to activate both the imino and carbonyl groups and (ii) the hydrophobic nature of the porphyrin ligand, which helps realize robust Lewis acidity in the dehydrative cycloaddition.
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