53638-19-0Relevant articles and documents
1-Bromo-1-lithioethene: A practical reagent for the efficient preparation of 2-bromo-1-alken-3-ols
Novikov, Yehor Y.,Sampson, Paul
, p. 2263 - 2266 (2007/10/03)
(Matrix presented) A reliable preparative-scale synthesis of 1-bromo-1-lithioethene is reported. This reagent undergoes clean 1,2-addition with a range of aldehydes and ketones at -105°C to afford the corresponding 2-bromo-1-alken-3-ols in moderate to excellent yield. Efficient diastereoselective addition to α-siloxy and α-methylcyclohexanones, as well as protected 3-keto furanose sugars, is achieved in the presence of 10 mol% CeBr3. The resulting bromoallylic alcohol adducts have considerable potential as synthetic building blocks.
A new, facile synthesis of the 3-methyl-2(5H)-furanoid structural unit from ketones
Pennanen, Seppo I.
, p. 657 - 658 (2007/10/02)
The 3-methyl-2(5H)-furanoid structural unit is prepared from ketones via 1,4-rearrangement of siloxyalkenes on peroxidation and via oxetene rearrangement of 1-diethylaminopropyne in 53-58% overall yield.
Clarification of the mechanism of rearrangement of enol silyl ether epoxides
Rubottom,Gruber,Boeckman Jr.,Ramaiah,Medwid
, p. 4603 - 4606 (2007/10/13)
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