26013-17-2Relevant academic research and scientific papers
ALKALOID SYNTHESIS USING FUROPYRIDONE AS SYNTHON -SYNTHESIS OF KEY INTERMEDIATES FOR THE SYNTHESES OF (+/-)-QUININE, (+/-)-AJMALICINE, AND (+/-)-7-DEMETHYLTECOMANINE-
Naito, Takeaki,Miyata, Okiko,Ninomiya, Ichiya
, p. 1321 - 1324 (2007/10/02)
Furopyridones (4a, b and c) have been proved as the potential synthons for alkaloid synthesis from their facile conversion to the key intermediates (9e), (10e), and (13) for the synthesis of quinine, ajmalicine, and 7-demethyltecomanine.
CLAISEN-REARRANGEMENT-MEDIATED RING CONTRACTION OF MACROCYCLIC LACTONES A NEW APPROACH TO CARBOCYCLES AND HETEROCYCLES
Funk, Raymond L.,Abelman, Matthew, M.,Munger, John D.
, p. 2831 - 2846 (2007/10/02)
Macrocyclic ketene acetals 3 undergo Claisen rearrangements smoothly and constitute a viable and general approach to hetero- or carbocyclic ring systems 4.This novel ring contraction process is subject to high internal asymmetric induction (cf. lactones 7 -> carbocycles 8) as well as relative asymmetric induction in the rearrangements of ketene acetals derived from lactones 18, 23 and 27.Finally, N-benzoylmeroquinene methyl ester (37) was prepared to demonstrate the potential of this methodology in heterocycle synthesis.
A New Approach to Heterocycles: Synthesis of (+/-)-N-Benzoylmeroquinene Methyl Ester
Funk, Raymond L.,Munger, John D.
, p. 4319 - 4320 (2007/10/02)
A new approach to the total synthesis of N-benzoylmeroquinene methyl ester is described and features the stereospecific Claisen rearrangement of the (E)-silyl ketene acetal derived from azalactone 7 as the key step in the construction of the disubstituted
