182502-52-9Relevant academic research and scientific papers
Towards a versatile synthesis of kainoids III: Efficient methods for control of C-4 stereochemistry
Baldwin, Jack E.,Fryer, Andrew M.,Spyvee, Mark R.,Whitehead, Roger C.,Wood, Mark E.
, p. 5273 - 5290 (2007/10/03)
Halo- and selenolactonisation methods were used to prepare benzylic lactones from enamide carboxylic acids. The lactones were subsequently cleaved with predominantly inversion of configuration at the benzylic centre to give protected acromelic analogues with the correct C-4 stereochemistry. Hydroxyl directed heterogeneous hydrogenation of related enamide carbinols gave total stereocontrol at C-4.
Stereocontrol in the synthesis of kainoids
Baldwin, Jack E.,Fryer, Andrew M.,Spyvee, Mark R.,Whitehead, Roger C.,Wood, Mark E.
, p. 6923 - 6924 (2007/10/03)
A stereoselective synthesis of acromelic acid analogues is described in which the C-3/C-4 cis-relative stereochemistry is established by a hydroxyl directed heterogeneous catalytic hydrogenation of an enamide.
