74268-53-4Relevant academic research and scientific papers
A copper-catalyzed diastereoselective O-transfer reaction of: N -vinyl-α,β-unsaturated nitrones with ketenes into γ-lactones through [5 + 2] cycloaddition and N-O bond cleavage
Liao, Jun-Yi,Wu, Qing-Yan,Lu, Xiuqiang,Zou, Ning,Pan, Cheng-Xue,Liang, Cui,Su, Gui-Fa,Mo, Dong-Liang
, p. 6567 - 6573 (2019/12/24)
A general protocol for the construction of novel densely functionalized γ-lactones was developed in good to excellent yields with high diastereoselectivity from easily available N-vinyl-α,β-unsaturated nitrones and ketenes. The reaction involves copper-catalyzed [5 + 2] cycloaddition, N-O bond cleavage, 6π electron cyclization, and aromatization to afford various γ-(pyridin-2-yl)lactones over four step transformations in a single flask. The present method features mild reaction conditions, high atom economy, high regio- and diastereoselectivity, diversity of γ-lactones, and a new application of the O-transfer reaction.
Biotransformations of racemic 2,3-allenenitriles in biphasic systems: Synthesis and transformations of enantioenriched axially chiral 2,3-allenoic acids and their derivatives
Ao, Yu-Fei,Wang, De-Xian,Zhao, Liang,Wang, Mei-Xiang
, p. 3103 - 3110 (2014/05/06)
Catalyzed by Rhodococcus erythropolis AJ270 whole cells in an aqueous phosphate buffer-n-hexane biphasic system, racemic axially chiral 2,3-allenenitriles underwent hydrolysis to afford enantioenriched (aR)-2,3-allenamides and (aS)-2,3-allenoic acids with
N -heterocyclic carbene-catalyzed internal redox reaction of alkynals: An efficient synthesis of allenoates
Zhao, Yu-Ming,Tam, Yik,Wang, Yu-Jie,Li, Zigang,Sun, Jianwei
supporting information; experimental part, p. 1398 - 1401 (2012/06/01)
An efficient N-heterocyclic carbene (NHC)-catalyzed internal redox reaction of alkynals that bear a γ leaving group has been developed. This process provides a new access to a range of allenoates in good yields. Preliminary results demonstrate that the en
Regio- and stereoselective copper-catalyzed β-borylation of allenoates by a preactivated diboron
Thorpe, Steven B.,Guo, Xi,Santos, Webster L.
supporting information; scheme or table, p. 424 - 426 (2011/02/28)
A mild and efficient copper-catalyzed borylation of electron deficient allenoates using an sp2-sp3 mixed hybridized diboron regioselectively installs a boron moiety on the β-position with exclusive (Z)-double bond geometry.
CONVENIENT SYNTHESIS OF ALLENYL ESTERS AND AMIDES BY PALLADIUM CATALYZED ALKOXY- AND AMIDO-CARBONYLATION OF ALLENYL AND PROPYNYL HALIDES
Trieu, Nguyen D.,Elsevier, Cornelis J.,Vrieze, Kees
, p. C23 - C26 (2007/10/02)
Allenyl esters R1R2C=C=C(H)C(O)R (R=OMe) or amides (R=NEt2) are formed with excellent selectivities and in good yields by carbonylation of propynyl and allenyl halides at 1-20 bar CO pressure in benzene, in the presence of MeOH or HNEt2 and 1percent of Pd
PALLADIUM-CATALYZED CARBONYLATION OF PROPARGYLIC CARBONATES: PREPARATION OF 2,3- AND 2,4-DIENYL CARBOXYLATES
Tsuji, Jiro,Sugiura, Teruo,Minami, Ichiro
, p. 731 - 734 (2007/10/02)
Propargylic carbonates are converted to 2,3-dienyl carboxylates by the palladium-catalyzed decarboxylation-carbonylation in alcohol under mild conditions.In ether, 2,4-dienyl carboxylates are obtained.
Eine einfache Allencarbonsaeureester-Synthese mittels der Wittig-Reaktion
Lang, Robert W.,Hansen, Hans-Juergen
, p. 438 - 455 (2007/10/02)
A simple one-pot synthesis of variously substituted α-allenic esters (7-23, cf.Scheme 4) is described.Either of the phosphonium salts 1 and 2 or the phosphoranes 3-6 in methylene chloride (or acetonitrile) when treated with acid chlorides at room temperat
