Scientific Publications

Diastereoselective control of intramolecular aza-Michael reactions using achiral catalysts.

Publication TypeJournal Article
AuthorsZhong, C., Wang Y., Hung AW, Schreiber SL, and Young DW
AbstractAn intramolecular aza-Michael reaction with a Cbz carbamate and an enone is reported to result in 3,5-disubstituted nitrogen-containing heterocycles. Either cis or trans isomers were obtained selectively using chiral substrates and an achiral Pd(II) complex or strong Brønsted acid catalysis. A range of substrates undergoes these selective transformations. Functionalization of the resulting products yielding bicyclic heterocycles is also demonstrated.
Year of Publication2011
JournalOrganic letters
Volume13
Issue20
Pages5556-9
Date Published (YYYY/MM/DD)2011/10/21
ISSN Number1523-7060
DOI10.1021/ol202276h
PubMedhttp://www.ncbi.nlm.nih.gov/pubmed/21916463?dopt=Abstract