Naslov
Diels-Alder reactions on imines derived from 3-amino-β -lactams

Autori
Habuš, Ivan ; Poljak, Tanja

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
Stony Brook Symposium on New Horizons in Organic Chemistry / - Stony Brook (NY), 2005

Skup
Stony Brook Symposium on New Horizons in Organic Chemistry, Stony Brook Alumni Symposium

Mjesto i datum
Stony Brook (NY), Sjedinjene Američke Države, 29.09.2005. - 30.09.2005

Vrsta sudjelovanja
Predavanje

Vrsta recenzije
Nije recenziran

Ključne riječi
Diels-Alder reactions; 3-amino-β -lactams

Sažetak
Synthesis of diversily substituted monocyclic β -lactams have been of considerable interest to the synthetic community in the past few decades. Because of the recent developments using β -lactams as synthons for several biologically active compounds, research on this topic has gained tremendous attention. Hetero Diels- Alder reactions involving imino-dienes or imino-dienophiles are widely used for the construction of nitrogen-containing compounds. Our interest in the use of 3-amino-β -lactams as starting substrates for the preparation of potentially bioactive products prompted us to evaluate the combination of the aza-Diels- Alder reaction of 2-azetidinone-tethered imines with siloxydienes as a route to the asymmetric synthesis of 5, 6-dihydro-g-pyridones using b-lactams as chiral building blocks. Effects of various dienes and substituents on dienophile, Lewis acids, and solvents on the product formation and diastereoselectivity of the reactions will be discussed.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA