Projects per year
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.
study, the best enantioselectivity has been achieved with R1=iPr, R2=Me, R3=H, R4=1-naphthyl or its 1-pyrenyl equivalent.
| Original language | English |
|---|---|
| Pages (from-to) | 13431–13436 |
| Number of pages | 6 |
| Journal | Chemistry - A European Journal |
| Volume | 21 |
| Issue number | 38 |
| Early online date | 4 Aug 2015 |
| DOIs | |
| Publication status | Published - 14 Sep 2015 |
Keywords
- asymmetric synthesis
- chiral formamides
- double kinetic resolution
- enantioselective formylation
- kinetic resolution
Profiles
-
G.Richard Stephenson
- School of Chemistry, Pharmacy and Pharmacology - Emeritus Professor
- Chemistry of Materials and Catalysis - Member
Person: Honorary, Research Group Member
Projects
- 2 Finished
-
A-I CHEM CHANNEL (INTERREG)
Stephenson, G. R., Arnaux, V., Bew, S., Bulman Page, P., Cammidge, A., David, F., Franck, X., Harrowven, D., Homme, A., Mulot, I., Munoz-Herranz, M. P., Richards, C., Rouden, J., Yves, R., Chan, Y. & Fernandes, I.
European Regional Development Fund
2/11/11 → 30/06/15
Project: Research
Research output
- 20 Citations (Scopus)
- 1 Article
-
The use of (–)-sparteine/organolithium reagents for the enantioselective lithiation of 7,8-dipropyltetrathia[7]helicene: single and double kinetic resolution procedures
Doulcet, J. & Stephenson, G. R., 14 Dec 2015, In: Chemistry - A European Journal. 21, 51, p. 18677-18689 13 p.Research output: Contribution to journal › Article › peer-review
9 Citations (Scopus)