73636-64-3Relevant academic research and scientific papers
(-)-dimenthyl malonate
Coumbarides, Gregory S.,Eames, Jason,Motevalli, Majid,Yohannes, Yonas
, p. o84-o85 (2002)
The C2-symmetric dimenthyl malonate were synthesized as the model compound which would lead directly to enantiopure C2 symmetric without contamination from the formation of other stereoisomers. The crude product was purified by flash
Preparation of both enantiomers of cyclopropane derivatives from the reaction of vinyl selenones with di-(-)-bornyl malonate
Bagnoli, Luana,Scarponi, Catalina,Testaferri, Lorenzo,Tiecco, Marcello
body text, p. 1506 - 1514 (2009/12/01)
The reaction of vinyl selenones with di-(-)-bornyl malonate and sodium hydride occurred with low diastereoselectivity and afforded a mixture of two diastereomeric cyclopropane derivatives in comparable yields. These, however, could be easily separated by chromatography. Removal of the bornyl group afforded highly enantiomerically enriched cyclopropanes. An example of the simple conversions of these cyclopropanes into useful cyclopropane α-amino acids is also illustrated. The syntheses of several vinyl selenides and selenones are also described.
Lewis acid-mediated selective chlorinations of silyl enolate
Zhang, Yanhua,Shibatomi, Kazutaka,Yamamoto, Hisashi
, p. 15038 - 15039 (2007/10/03)
A new method involving efficient, widely applicable, and highly selective α-chlorination of simple silyl enolate with Lewis acid and an α,α-dichloro-1,3-dicarbonyl controller unit was reported. Diastereoselectivity and enantioselectivity of the reaction were investigated. High reactivity and selectivity were achieved by using α,α-dichlorinated malonic ester. Copyright
The Synthesis and Structure of Substituted Dimenthyl Malonate Derivatives
Coumbarides, Gregory S.,Eames, Jason,Motevalli, Majid,Yohannes, Yonas
, p. 317 - 342 (2007/10/03)
A series of substituted dimenthyl malonate derivatives were efficiently synthesized from dimenthyl malonate using a deprotonation and alkylation strategy. The elucidation of the structure of these derivatives were determined by a combination of X-ray crystallography, NMR and IR spectroscopy.
Living cyclopolymerization of 1,6-heptadiyne derivatives using well-Defined alkylidene complexes: Polymerization mechanism, polymer structure, and polymer properties
Fox, Harold H.,Wolf, Michael O.,O'Dell, Richard,Lin, Beatrice L.,Schrock, Richard R.,Wrighton, Mark S.
, p. 2827 - 2843 (2007/10/02)
We report here the living cyclopolymerization of 1,6-heptadiyne derivatives (usually 4,4-disubstituted) using well-defined alkylidene complexes as initiators. Diethyl dipropargylmalonate (2a), di-tert-butyl dipropargylmalonate (2b), optically active di-(1R,2S,5R)-(-)-menthyl dipropargylmalonate (2c(-)), di-(1S,2R,5S)-(+)-menthyl dipropargylmalonate (2c(+)), di-(1R)-endo-(+)-fenchyl dipropargylmalonate (2d), 4,4-bis[[(p-tolylsulfonyl)oxy]methyl]-1,6-heptadiyne (3b), 4,4-bis[(trimethylsiloxy)methyl]-1,6-heptadiyne (3c), the cyclic silyl ether, PhEtSi(OCH2)2C-(CH2C=CH)2 (3d), and N,N-dipropargyl-2,4,6-triisopropylbenzamide (5b) are polymerized to give soluble polymers in high yield using Mo(NAr)(CHCMe2Ph)(ORF6)2 (1a; Ar = 2,6-i-Pr2C6H3, ORF6 = OCMe(CF3)2) as the initiator in 1,2-dimethoxyethane (DME). The polymers show a high degree of conjugation (λmax > 500 nm) and have narrow molecular weight distributions. Poly(2a) is soluble in most organic solvents (THF, C6H6, toluene, CH2Cl2, CHCl3, DME, DMF, MeCN). The mechanism of the polymerization has been investigated by 1H NMR studies and by monomer, initiator, and solvent variations. Symmetric, diphenyl-capped polyenes, "pull-pull" polyenes containing p-cyanophenyl end groups, and "push-push" polyenes containing p-dimethylamino end groups have all been prepared, as have polyenes that contain optically active substituents and "push-pull" polyenes containing p-(dimethylamino)-phenyl and p-cyanophenyl end groups. 4,4-Bis(carboxyethyl)cyclopent-1-ene and 1-vinyl-3-methylene-5,5-bis-(carboxyethyl)cyclohex-1-ene were employed as model compounds in order to quantify five- and six-membered ring structures in the polymer. The substituted polyenes are far more stable at room temperature and in air than unsubstituted polyenes of the same length. Random and block copolymers of 2a, 2,3-dicarbomethoxynorbornadiene (DCMNBD) and 7,8-bis(trifluoromethyl)tricyclo[4.2.2.02,5]deca-3,7,9-triene (TCDT) were prepared and characterized. The solution electrochemistry, thin film electrochemistry, and UV/vis spectroelectrochemistry of several homopolymers and copolymers have been examined.
Titanium Tetrachloride-Mediated Diels-Alder Reactions of Cyclopentadiene with Di-l-menthyl Methylenemalonate and Its Acetoxy Derivative as New Chiral Dienophiles for Asymmetric Induction
Katagiri, Nobuya,Haneda, Toru,Watanabe, Nobuhisa,Hayasaka, Etsuko,Kaneko, Chikara
, p. 3867 - 3877 (2007/10/02)
Asymmetric synthesis of -2,3-dihydroxy-4-hydroxymethylcyclopent-1ylmalonate (its racemic form is already known as a versatile building block for carbocyclic C-nucleosides) was achieved by Diels-Alder reaction of cyclopentadiene with di-l-ment
Chiral Tetraalkylmethanes. Two Syntheses of Optically Active Butylethylmethylpropylmethane of Known and High Optical Purity
Hoeve, Wolter Ten,Wynberg, Hans
, p. 2754 - 2763 (2007/10/02)
The chiral hydrocarbon butylethylmethylpropylmethane (10) has been prepared in a state of known and high optical purity via two independent routes.The first synthesis has as its main feature the addition of 2-thienylmagnesium bromide to the α,β-unsaturate
