Acid catalyzed rearrangement of vinyl and ketene acetals
Substituted vinyl and ketene acetals undergo smooth oxygen-to-carbon rearrangement with a catalytic amount of TMSOTf to afford chain-extended ketones or esters, respectively. The developed procedure has been applied to the stereoselective synthesis of C-glycosides from the corresponding anomeric vinyl ethers.
Maziarz, Elzbieta,Furman, Bart?omiej
p. 1651 - 1658
(2014/02/14)
HETEROATOM DIRECTED Β-LITHIATION OF A VINYL ETHER
Oxygen directed β-deprotonation of a vinyl ether leads to Z substituted enol ethers.The stereoselective elaboration to a naturally occuring threo 1,3-diol is described.
McDougal, Patrick G.,Rico, Joseph G.
p. 5977 - 5980
(2007/10/02)
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