Tetrahedron p. 861 - 866 (1983)
Update date:2022-09-26
Topics: Aldehyde Reaction Experimental Lead(IV) Acetate Enol Silyl ether
Rubottom, George M.
Marrero, Roberto
Gruber, John M.
The treatment of aldehyde enol silyl ethers 1 with lead(IV)acetate (LTA) using methylene chloride as solvent gives rise to the production of α-acetoxy aldehydes 2 and glycolic ester derivatives 3 or enals 5.Structrural variations in 1 are used to explained the divergent trends.When 1 is treated with LTA/KOAc/AcOH, high yields of the corresponding α-acetoxy aldehydes 2 are obtained with the formation of 3 and 5 being subverted.
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(1983)Doi:10.1016/j.tet.2005.07.087
(2005)Doi:10.1016/j.tetlet.2006.05.006
(2006)Doi:10.1021/jo00168a031
(1983)
