74976-84-4Relevant academic research and scientific papers
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.
THE CERIUM (III) MEDIATED REACTION OF TRIMETHYLSILYLMETHYL MAGNESIUM CHLORIDE WITH ESTERS AND LACTONES: THE EFFICIENT SYNTHESIS OF SOME FUNCTIONALISED ALLYLSILANES OF USE IN ANNULATION REACTIONS
Lee, Thomas V.,Channon, Julia A.,Cregg, Carmel,Porter, John R.,Roden, Frances S.,Yeoh, Helena T-L.
, p. 5877 - 5886 (2007/10/02)
The use of cerium (III) chloride alters the chemoselectivity of the reaction of trimethylsilylmethyl magnesium chloride with ester-acetals and also greatly improves the efficiency of reaction with lactones.In addition it gives improved preparations of the useful intermediates (7), (13), (18), (20) and (22) and gives direct access to the valuable functionalised allylsilanes (1) to (3) of use in annulation reactions.
HIGH YIELD SYNTHESIS OF α PROPARGYLIC ACRYLIC ESTER : A GENERAL ACCESS TO α SUBSTITUTED ACRYLIC ESTERS
Queignec, Rene,Kirschleger, Bernard,Lambert, Francois,Aboutaj, Mohammed
, p. 1213 - 1224 (2007/10/02)
A heterogeneous mediated, high yield, monopropargylation of ethyl benzoylacetate followed by a methylenation reaction using a formaldehyde addition-benzoyl elimination mechanism is described.This useful method is extended to the synthesis of α substituted acrylic esters.
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.
Heterogeneous mediated Alkylation of Ethyl Diethylphosphonoacetate. A "One Pot" Access to α-Alkylated Acrylic Esters
Kirschleger, Bernard,Queignec, Rene
, p. 926 - 928 (2007/10/02)
Ethyl diethylphosphonoacetates are α-alkylated in high yield in a heterogeneous reaction with solid potassium carbonate as base.A "one pot" synthesis of α-alkylated acrylic esters is achiewed in a PO-actived olefination reaction aqueous media, when aqueous potassium carbonate and formaldehyde are added directly to the above reaction mixture.
2-ALKOXYCARBONYLALLYLTRIMETHYLSILANES AS NEW REAGENTS OF 2-ALKOXYCARBONYLALLYLATION OF ELECTROPHILES
Hosomi, Akira,Hashimoto, Hidehiko,Sakurai, Hideki
, p. 951 - 954 (2007/10/02)
2-Alkoxycarbonylallylsilanes are useful for 2-alkoxycarbonylallylation of acetals and carbonyl compounds with an aid of a Lewis acid; the products can be readily converted to α-methylene-γ-butyrolactones.
