Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 12, Pages 3334-3338Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201612585
Keywords
asymmetric synthesis; C-3-symmetry; cyclotrimerization; macrocycles; rhodium
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Funding
- MEXT [15H05756, 16K05694, 15H00994]
- JSPS
- Grants-in-Aid for Scientific Research [16K05796, 17H05368, 16K05694, 16J11026, 15H00994] Funding Source: KAKEN
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An asymmetric synthesis of C-3-symmetric triangular macrocycles is reported. 1-Methylsulfonyl-4-(4-vinylphenyl)-1,2,3-triazole undergoes a rhodium(II)-catalyzed cyclotrimerization to establish an enantiopure C-3-symmetric triangular macrocycle motif. This method can be applied to the synthesis of an enantiopure hydrocarbon, which owes its chirality to asymmetric distribution of H/D atoms on the benzene rings.
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