KAMMATH, Viju Balachandran, Peter ŠEBEJ, Tomáš SLANINA, Zdeněk KŘÍŽ and Petr KLÁN. Photoremovable Chiral Auxiliary. Photochemical & Photobiological Sciences. Cambridge, UK: Royal Society of Chemistry, 2012, vol. 11, No 3, p. 500-507. ISSN 1474-905X. Available from: https://dx.doi.org/10.1039/C1PP05096F.
Other formats:   BibTeX LaTeX RIS
Basic information
Original name Photoremovable Chiral Auxiliary
Authors KAMMATH, Viju Balachandran (356 India, belonging to the institution), Peter ŠEBEJ (703 Slovakia, belonging to the institution), Tomáš SLANINA (203 Czech Republic, belonging to the institution), Zdeněk KŘÍŽ (203 Czech Republic, belonging to the institution) and Petr KLÁN (203 Czech Republic, guarantor).
Edition Photochemical & Photobiological Sciences, Cambridge, UK, Royal Society of Chemistry, 2012, 1474-905X.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10401 Organic chemistry
Country of publisher United Kingdom of Great Britain and Northern Ireland
Confidentiality degree is not subject to a state or trade secret
WWW URL
Impact factor Impact factor: 2.923
RIV identification code RIV/00216224:14310/12:00058035
Organization unit Faculty of Science
Doi http://dx.doi.org/10.1039/C1PP05096F
UT WoS 000300991600008
Keywords in English Photochemistry; chiral auxiliary; benzoin; photoremovable protecting group
Tags AKR, rivok
Tags International impact, Reviewed
Changed by Changed by: prof. RNDr. Petr Klán, Ph.D., učo 32829. Changed: 11/1/2013 16:51.
Abstract
A new concept of a photoremovable chiral auxiliary (PCA), based on the chiral benzoin chromophore, is introduced. This moiety can control the asymmetric formation of a Diels-Alder adduct, and then be removed in a subsequent photochemical step in high chemical and quantum yields. Selective formation of the products at up to 96% ee was observed in the presence of a Lewis acid catalyst in the case of a 2-methoxybenzoinyl chiral auxiliary.
Links
ED0001/01/01, research and development projectName: CETOCOEN
GA203/09/0748, research and development projectName: Nové fotoaktivovatelné sloučeniny pro organickou chemii a biologii
Investor: Czech Science Foundation, New photoactivatable compounds for organic chemistry and biology
MSM0021622413, plan (intention)Name: Proteiny v metabolismu a při interakci organismů s prostředím
Investor: Ministry of Education, Youth and Sports of the CR, Proteins in metabolism and interaction of organisms with the environment
PrintDisplayed: 22/8/2024 20:10