Photoremovable Chiral Auxiliary

Investor logo
Investor logo

Warning

This publication doesn't include Faculty of Economics and Administration. It includes Faculty of Science. Official publication website can be found on muni.cz.
Authors

KAMMATH Viju Balachandran ŠEBEJ Peter SLANINA Tomáš KŘÍŽ Zdeněk KLÁN Petr

Year of publication 2012
Type Article in Periodical
Magazine / Source Photochemical & Photobiological Sciences
MU Faculty or unit

Faculty of Science

Citation
Web http://pubs.rsc.org/en/Content/ArticleLanding/2012/PP/C1PP05096F
Doi http://dx.doi.org/10.1039/C1PP05096F
Field Organic chemistry
Keywords Photochemistry; chiral auxiliary; benzoin; photoremovable protecting group
Description 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.
Related projects:

You are running an old browser version. We recommend updating your browser to its latest version.