1020850-84-3Relevant academic research and scientific papers
Pd-catalyzed allylic alkylation cascade with dihydropyrans: Regioselective synthesis of furo[3,2- c ]pyrans
Bartlett, Mark J.,Turner, Claire A.,Harvey, Joanne E.
, p. 2430 - 2433 (2013)
A regioselective palladium-catalyzed allylic alkylation cascade forms furo[3,2-c]pyrans from various cyclic β-dicarbonyl bis-nucleophiles and 3,6-dihydro-2H-pyran bis-electrophiles. The combination of allylic carbonate and anomeric siloxy leaving groups in the dihydropyran substrate allows control of the many regiochemical possibilities in this reaction. Annulation proceeds stereoconvergently to give cis-fused furopyrans from either cis- or trans-substituted starting material.
Annulation of 2H-pyran onto 1-Oxa- or 1-azacyclohexane-2,4-diones and their analogues via sequential condensation with -substituted enals and 6π-electrocyclization
Hossain, Md. Imran,Shaban, Elkhabiry,Ikemi, Taku,Peng, Wei,Kawafuchi, Hiroyuki,Inokuchi, Tsutomu
supporting information, p. 870 - 879 (2013/08/15)
2H-Pyrans are constructed on a 1-oxa- or 1-azacyclohexane-2,4-dione core via Knoevenagel condensation with enals followed by 6π.electrocyclization, which are readily catalyzed with ethylenediammonium diacetate. This formal [3 + 3] strategy constitutes CO
Ring opening/fragmentation of dihydropyrones for the synthesis of homopropargyl alcohols
Tummatorn, Jumreang,Dudley, Gregory B.
, p. 5050 - 5051 (2008/10/09)
Ring-opening/C-C bond cleavage reactions induced by nucleophilic addition of methyl Grignard to 5,6-dihydro-2-pyrone (DHP) triflates 1 furnish homopropargyl alcohols (1 → 2) stereospecifically with respect to the stereochemistry of 1. Carbonyl extrusion from DHP triflates provides a unified and operationally simple strategy for preparing chiral homopropargyl alcohols. Copyright
