A one-pot synthesis of α-formyl-α-allylacetates via nucleophilic catalysis
W Chung, P Lindovska, JE Camp
Index: Chung, William; Lindovska, Petra; Camp, Jason E. Tetrahedron Letters, 2011 , vol. 52, # 50 p. 6785 - 6787
Full Text: HTML
Citation Number: 4
Abstract
A step-economical one-pot nucleophilic catalysis/thermal Claisen-rearrangement protocol for the direct synthesis of α-formyl-α-allylacetates from allylic alcohols and activated alkynes has been developed. The product α-formyl-α-allylacetates were further reacted in situ to give either protected enol ethers or β-hydroxy-4-pentenoates.
Related Articles:
Synthesis of aldehydes from dihydro-1, 3-oxazines
[Meyers,A.I. et al. Journal of Organic Chemistry, 1973 , vol. 38, p. 36 - 56]
[Davies, Stephen J.; Ayscough, Andrew P.; Beckett, R. Paul; Bragg, Ryan A.; Clements, John M.; Doel, Sheila; Grew, Christine; Launchbury, Steven B.; Perkins, Gemma M.; Pratt, Lisa M.; Smith, Helen K.; Spavold, Zoe M.; Thomas, S. Wayne; Todd, Richard S.; Whittaker, Mark Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 16 p. 2709 - 2713]