74976-84-4Relevant articles and documents
A Novel Approach to Complex Terpenoid Methylenecyclohexanes
Henning, Rolf,Hoffmann, H. M. R.
, p. 2305 - 2308 (1982)
Allylic alcohols 3 and 4 have been prepared and activated toward formation of allyl cations, giving 3-methylenebicyclooct-6-enes 7 and 9, respectively, in the presence of cyclopentadiene; with furan, not only the products of conventional electrophilic substitution 11 and 13 are formed, but also 3-methylene-8-oxabicyclooct-6-enes 12 and 14.
Rhodium(III)-catalyzed olefinic C-H alkynylation of acrylamides using tosyl-imide as directing group
Feng, Chao,Feng, Daming,Luo, Yang,Loh, Teck-Peng
supporting information, p. 5956 - 5959 (2015/01/08)
The Rh(III)-catalyzed C-H alkynylation of acrylamide derivative is realized using a hypervalent alkynyl iodine reagent. The use of a weakly coordinating directing group proved to be of critical importance. This reaction displays broad functional group tolerance and high efficiency, which opens a new synthetic pathway to access functionalized 1,3-enyne skeletons.
Reactivite de l'organozincique derive de l'α-bromomethyl acrylate d'ethyle
Alami, N. El.,Belaud, C.,Villieras, J.
, p. 157 - 168 (2007/10/02)
The organozinc derivative (2a) of ethyl α-bromomethyl acrylate is not nucleophilic towards haloalkanes but can be alkylated with chlorotrimethylsilane. 2a is unreactive towards carbon-oxygen single bonds and is unsuitable for conjugate addition (α-enones and α,β-ethylenic esters).Its acylation can be carried out in DME in the presence of palladium(0) catalyst.Reactions with carbon-oxygen and and carbon-nitrogen double bonds permit the preparation of α-methylene γ-butyrolactones and lactams without the formation of side-products.This route is especially suitable for reactions with substrates such as imines that are both nucle ophilic and electrophilic.
ISOLEMENT DU "REACTIF DE REFORMATSKY" DERIVE DE L'α-(BROMOMETHYL) ACRYLATE D'ETHYLE
Alami, N. E.,Belaud, C.,Villieras, J.
, p. 59 - 60 (2007/10/02)
The organozinc reagent derived from ethyl α-(bromomethyl) acrylate is prepared at 17 deg C T 20 deg C (duplication 10percent) and then coupled efficiently with nucleophilic imines to give α-methylene γ-lactames with high yields.