859505-16-1Relevant articles and documents
MnO2as a terminal oxidant in Wacker oxidation of homoallyl alcohols and terminal olefins
Fernandes, Rodney A.,Ramakrishna, Gujjula V.,Bethi, Venkati
, p. 6115 - 6125 (2020/10/27)
Efficient and mild reaction conditions for Wacker-type oxidation of terminal olefins of less explored homoallyl alcohols to β-hydroxy-methyl ketones have been developed by using a Pd(ii) catalyst and MnO2 as a co-oxidant. The method involves mild reaction conditions and shows good functional group compatibility along with high regio- and chemoselectivity. While our earlier system of PdCl2/CrO3/HCl produced α,β-unsaturated ketones from homoallyl alcohols, the present method provided orthogonally the β-hydroxy-methyl ketones. No overoxidation or elimination of benzylic and/or β-hydroxy groups was observed. The method could be extended to the oxidation of simple terminal olefins as well, to methyl ketones, displaying its versatility. An application to the regioselective synthesis of gingerol is demonstrated.
Δ2-isoxazolines from β,γ-unsaturated oximes
Mosher, Michael D.,Emmerich, Laura G.,Frost, Katherine S.,Anderson, Benjamin
, p. 535 - 539 (2007/10/03)
3,5-Disubstituted Δ2-isoxazolines can be prepared using the palladium-mediated nucleometalation/ methoxycarbonylation of β,γ-unsaturated oximes. This novel route to this class of compounds is tolerant of a wide variety of functionality in the s
ZnCl2: Simple and efficient catalyst for the allylation of aldehydes with allyltributylstannane
Surendra,Srilakshmi Krishnaveni,Sridhar,Srinivas,Pavan Kumar,Nageswar,Rama Rao
, p. 1 - 5 (2007/10/03)
A simple and efficient procedure for the allylation of aldehydes with allyl-tributylstannane promoted by zinc chloride under mild conditions to give the corresponding homoallylic alcohols is reported in excellent yields. Copyright Taylor & Francis LLC.