Diastereoselective synthesis of polycyclic acetal-fused pyrano[3,2-c]pyran-5(2H)-one derivatives.
A facile and efficient diastereoselective one-pot synthesis of polycyclic acetal-fused pyrano[3,2-c]pyrane-5(2H)-one was achieved through the annulation reaction of 2-C-formyl glycals with various 4-hydroxycoumarins and 4-hydroxy-6-methyl-2H-pyran-2-one. The asymmetric induction was significantly influenced by the C-4 stereogenic center of 2-C-formyl glycals. The resulting polycyclic acetal-fused pyranopyrones demonstrated anticancer activities.
Sagar
Ram
R
Department of Chemistry, Seoul National University, Seoul 151-747, Korea.
Park
Jongmin
J
Koh
Minseob
M
Park
Seung Bum
SB
D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011753:Pyrones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D011083:Polycyclic Compounds; D011753:Pyrones