13064-21-6Relevant articles and documents
Preparation of 4-arylcyclopentenes by sequential diallylation of arylaldehydes and ring-closing metathesis
Durand, Anne-Catherine,Brahmi, Lamia,Lahrech, Mokhtar,Hacini, Salih,Santelli, Maurice
, p. 1825 - 1833 (2005)
Allylsilane diallylation of aryl aldehydes followed by ring closure metathesis leads to 4-arylcyclopentenes in good yields. Copyright Taylor & Francis, Inc.
FeCl3-Catalyzed Ring-Closing Carbonyl–Olefin Metathesis
Ma, Lina,Li, Wenjuan,Xi, Hui,Bai, Xiaohui,Ma, Enlu,Yan, Xiaoyu,Li, Zhiping
, p. 10410 - 10413 (2016/08/24)
Exploiting catalytic carbonyl–olefin metathesis is an ongoing challenge in organic synthesis. Reported herein is an FeCl3-catalyzed ring-closing carbonyl–olefin metathesis. The protocol allows access to a range of carbo-/heterocyclic alkenes wi
Rhodium-catalyzed allylation of benzyl acetates with allylsilanes
Onodera, Gen,Yamamoto, Eriko,Tonegawa, Shota,Iezumi, Makoto,Takeuchi, Ryo
scheme or table, p. 2013 - 2021 (2011/10/09)
Benzyl acetate reacted with allyltrimethylsilane to give an allylation product in the presence of a catalytic amount of the (cyclooctadiene)rhodium(I) chloride dimer {[Rh(cod)Cl]2}, sodium tetrakis[3,5- bis(trifluoromethyl)phenyl]borate (NaBARF), and triphenyl phosphite [P(OPh) 3] in refluxing 1,2-dichloroethane. Primary, secondary and tertiary benzyl acetates could be used for the reaction. Moreover, allylation of gem-benzyl acetate was possible with [Rh(cod)Cl]2, NaBARF, and P(OPh)3. Monoallylation and diallylation of gem-benzyl acetate could be controlled by altering the reaction conditions. Cationic rhodium species generated in situ act as a Lewis acid catalyst to give a benzyl carbocation by elimination of the acetoxy group from the benzylic carbon. Copyright