126641-76-7Relevant academic research and scientific papers
A RING CONTRACTION OF 6-ALKOXY-2,3-DIHYDRO-6H-PYRAN-3-ONES TO POLYFUNCTIONALIZED CYCOPENTENONES
Kolb, Hartmuth C,Hoffmann, Martin R.
, p. 5127 - 5144 (2007/10/02)
The rearrangement of 6-alkoxy-2,3-dihydro-6H-pyran-3-ones (1) to trans-4-alkoxy-5-hydroxy-2-cyclopenten-1-ones (2) has been optimized.The effect of buffer concentration (PhCO2H/KOAc) on reaction rate and yield suggests specific acid catalysis.Substitution patterns and influence of the 6-alkoxy substituent have been investigated.Applications in natural product synthesis are described.
