5 research outputs found
In Silico-Guided Rational Drug Design and Semi-synthesis of C(2)-Functionalized Huperzine A Derivatives as Acetylcholinesterase Inhibitors
Stereocontrolled Synthesis of an Indole Moiety of Sespendole and Stereochemical Assignment of the Side Chain
Two possible diastereomers of the indole moiety of sespendole were synthesized from 3-hydroxy-4-nitrobenzaldehyde in a highly stereoselective manner. Comparison of <sup>1</sup>H and <sup>13</sup>C NMR spectra of the two synthetic materials with those sespendole leads us to propose that the relative stereochemistry of the epoxyalcohol is <i>syn</i>
Stereocontrolled Synthesis of an Indole Moiety of Sespendole and Stereochemical Assignment of the Side Chain
Two possible diastereomers of the indole moiety of sespendole were synthesized from 3-hydroxy-4-nitrobenzaldehyde in a highly stereoselective manner. Comparison of <sup>1</sup>H and <sup>13</sup>C NMR spectra of the two synthetic materials with those sespendole leads us to propose that the relative stereochemistry of the epoxyalcohol is <i>syn</i>
Base-Mediated Cascade Cyclization: Stereoselective Synthesis of Benzooxazocinone
A new strategy for
the synthesis of the oxa-azabicyclo[3.3.1]Ânonane
subunit, a component of the naucleamide E core structure, has been
developed. This annulation reaction between 1-substituted 3,4-dihydroisoquinolines
and coumarin derivatives conveniently affords the oxa-azabicyclo[3.3.1]Ânonane
framework via a base-mediated cascade cyclization under aqueous conditions.
The value of this work lies in the efficient formation of the oxa-azabicyclo[3.3.1]Ânonane
skeleton via a process whereby all the C–C, C–O, and
C–N bond formations occur in a single chemical operation. In
addition, the subsequent ring opening of these compounds furnished
pyridoisoquinoline derivatives