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- Title
Novel Asymmetric Formylation of Aromatic Compounds: Enantioselective Synthesis of Formyl 7,8-Dipropyltetrathia[7]helicenes.
- Authors
Doulcet, Julien; Stephenson, G. Richard
- Abstract
Asymmetric formylation of aromatic compounds is virtually unexplored. We report the synthesis and evaluation of a library including 20 new chiral formamides in the kinetic resolution of 7,8-dipropyltetrathia[7]helicene, affording the corresponding formyl- or diformylhelicenes in up to 73 % ee, making enantiopure compounds available by recrystallisation. With the N, N-disubstituted formamides used in this study, the best enantioselectivity has been achieved with R1= iPr, R2=Me, R3=H, R4=1-naphthyl or its 1-pyrenyl equivalent.
- Subjects
HELICENES; FORMAMIDE; ALDEHYDES; FORMYLATION; AROMATIC compounds; RECRYSTALLIZATION (Metallurgy)
- Publication
Chemistry - A European Journal, 2015, Vol 21, Issue 38, p13431
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201501627