116118-03-7Relevant articles and documents
Cobalt-catalyzed allylic substitution reaction of allylic ethers with phenyl and trimethylsilylmethyl grignard reagents
Mizutani, Keiya,Yorimitsu, Hideki,Oshima, Koichiro
, p. 832 - 833 (2004)
Treatment of cinnamyl methyl ether with phenylmagnesium bromide in ether in the presence of CoCl2[1,5-bis(diphenylphosphino)pentane] affords 1,3-diphenylpropene in good yield. Similar allylic substitution reaction with trimethylsilylmethylmagne
Nickel-Mediated Enantiospecific Silylation via Benzylic C-OMe Bond Cleavage
Balakrishnan, Venkadesh,Murugesan, Vetrivelan,Chindan, Bincy,Rasappan, Ramesh
supporting information, p. 1333 - 1338 (2021/02/20)
Benzylic stereocenters are found in bioactive and drug molecules, as enantiopure benzylic alcohols have been used to build such a stereogenic center, but are limited to the construction of a C-C bond. Silylation of alkyl alcohols has the potential to build bioactive molecules and building blocks; however, the development of such a process is challenging and unknown. Herein, we describe an unprecedented AgF-assisted nickel catalysis in the enantiospecific silylation of benzylic ethers.
Water promoted allylic nucleophilic substitution reactions of (: E)-1,3 diphenylallyl acetate
Ghorpade, Seema A.,Sawant, Dinesh N.,Makki, Arwa,Sekar, Nagaiyan,Eppinger, J?rg
supporting information, p. 425 - 430 (2018/02/07)
A transition metal free, water based, greener protocol for the allylic alkylation, allylic amination, O-allylation of (E)-1,3-diphenylallyl acetate is described. The developed methodology is applicable for a wide range of nucleophiles furnishing excellent yields of corresponding products up to 87% under mild reaction conditions. A distinct effect of water and base is explored for allylic nucleophilic substitution reactions of (E)-1,3-diphenylallyl acetate.
TRACELESS DIRECTING GROUPS IN RADICAL CASCADES: FROM OLIGOALKYNES TO FUSED HELICENES WITHOUT TETHERED INITATORS
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Paragraph 0348; 0349, (2016/06/13)
The present disclosure is directed to a traceless directing group in a radical cascade. The chemo- and regioselectivity of the initial attack in skipped oligoalkynes is controlled by a propargyl alkoxy moiety. Radical translocations lead to the boomerang return of radical center to the site of initial attack where it assists to the elimination of the directing functionality via β-scission in the last step of the cascade. In some aspects, the reaction of the present invention is catalyzed by a stannane moiety, which allows further via facile reactions with electrophiles as well as Stille and Suzuki cross-coupling reactions. This selective radical transformation opens a new approach for the controlled transformation of skipped oligoalkynes into polycyclic ribbons of tunable dimensions.