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.
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.
Direct Barbier-type allylation of aromatic acetals and dioxolanes in the presence of β-cyclodextrin in water
Surendra,Krishnaveni, N. Srilakshmi,Rao, K. Rama
, p. 2133 - 2136 (2007/10/03)
A new and convenient procedure for the synthesis of homoallylic alcohols directly from aromatic acetals and dioxolanes has been developed with very good yields under biomimetic conditions using a Zn-mediated Barbier-type allylation in the presence of β-cy