Photoremovable Chiral Auxiliary

Warning

This publication doesn't include Faculty of Education. 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:	Proteins in metabolism and interaction of organisms with the environment New photoactivatable compounds for organic chemistry and biology Centrum pro výzkum toxických látek v prostředí