56037-79-7Relevant academic research and scientific papers
Borylative Cyclization of 1,6-Allenynes Driven by BCl3
Jiang, Ling,Kong, Xiangtao,Liu, Mingzhu,Niu, Congcong,Sun, Xiangkun,Yang, Chun-Hua,Yang, Zhantao,Zhang, Zhiwei,Zheng, Fangjie
supporting information, p. 8050 - 8055 (2021/10/25)
A metal-free intramolecular borylative cyclization of 1,6-allenynes driven by BCl3 was developed. This method provides a general and practical strategy to construct valuable pyrrolidines containing all-carbon quaternary centers or 3,5-dihydroazepine deriv
Synthesis of Functionalized [3], [4], [5] and [6]Dendralenes through Palladium-Catalyzed Cross-Couplings of Substituted Allenoates
Lippincott, Daniel J.,Linstadt, Roscoe T. H.,Maser, Michael R.,Lipshutz, Bruce H.
supporting information, p. 847 - 850 (2017/01/14)
A mild method for the synthesis of highly functionalized [3]–[6]dendralenes is reported, representing a general strategy to diversely substituted higher homologues of the dendralenes. The methodology utilizes allenoates bearing various substitution patter
Regioselective Rh-Catalyzed Hydroformylation of 1,1,3-Trisubstituted Allenes Using BisDiazaPhos Ligand
Eshon, Josephine,Landis, Clark R.,Schomaker, Jennifer M.
, p. 9270 - 9278 (2017/09/22)
The efficient hydroformylation of 1,1,3-trisubstituted allenes is accomplished with low loadings of a Rh catalyst supported by a BisDiazaPhos (BDP) ligand. The ligand identity is key to achieving high regioselectivity, while the mild reaction conditions m
Enantioselective construction of branched 1,3-dienyl substituted quaternary carbon stereocenters by asymmetric allenyl Claisen rearrangement
Liu, Yangbin,Hu, Haipeng,Lin, Lili,Hao, Xiaoyu,Liu, Xiaohua,Feng, Xiaoming
supporting information, p. 11963 - 11966 (2016/10/09)
The availability of enantiomerically enriched 1,3-dienyl substituted quaternary stereocenters is highly valuable for the synthesis of complex natural compounds. Despite great advances in the area of construction of alkenyl-substituted types, a general, pr
Asymmetric gold-catalyzed lactonizations in water at room temperature
Handa, Sachin,Lippincott, Daniel J.,Aue, Donald H.,Lipshutz, Bruce H.
supporting information, p. 10658 - 10662 (2015/05/13)
Asymmetric gold-catalyzed hydrocarboxylations are reported that show broad substrate scope. The hydrophobic effect associated with in situ-formed aqueous nanomicelles gives good to excellent ee's of product lactones. In-flask product isolation, along with
Copper-catalyzed borylation of α-alkoxy allenes with bis(pinacolato)diboron: Efficient synthesis of 2-boryl 1,3-butadienes
Semba, Kazuhiko,Fujihara, Tetsuaki,Terao, Jun,Tsuji, Yasushi
supporting information, p. 12400 - 12403 (2013/12/04)
Something solid to build on: 2-Boryl 1,3-butadienes with various substitution patterns were formed in good to high yields in a copper-catalyzed borylation of α-alkoxy allenes with bis(pinacolato)diboron (see scheme; Bn=benzyl, pin=pinacolate, L is an N-he
Pd-catalyzed asymmetric synthesis of N-allenyl amides and their Au-catalyzed cycloisomerizative hydroalkylation: A new route toward enantioenriched pyrrolidones
Boutier, Audrey,Kammerer-Pentier, Claire,Krause, Norbert,Prestat, Guillaume,Poli, Giovanni
supporting information; experimental part, p. 3840 - 3844 (2012/06/15)
Palladium to make them, gold to cyclize them! Gold-catalyzed cycloisomerizative hydroalkylation of N-allenyl amides affords regioselectively 4-vinyl-γ-lactams. This transformation is stereospecific and takes place with a total axis-to-center chirality tra
Dual reactivity of O-α-allenyl esters under palladium(0) catalysis: From carbopalladation/allylic alkylation domino sequence to decarboxylative allenylation
Kammerer-Pentier, Claire,Diez Martinez, Alba,Oble, Julie,Prestat, Guillaume,Merino, Pedro,Poli, Giovanni
supporting information; experimental part, p. 53 - 59 (2012/09/22)
In a mechanistically-oriented study, O-α-allenyl esters have been evaluated as potential substrates for Pd-catalyzed carbopalladation/allylic alkylation domino sequences and decarboxylative allenylation reactions. The domino sequence turned out to be feas
Unusual regiodivergence in metal-catalysed intramolecular cyclisation of γ-allenols
Arbour, Jannine L.,Rzepa, Henry S.,White, Andrew J. P.,Hii, King Kuok
supporting information; experimental part, p. 7125 - 7127 (2010/03/25)
Different O-heterocycles can be obtained from a common γ-allenol precursor by using Ag, Zn or Sn catalysts; the results were rationalised by molecular modelling. The Royal Society of Chemistry 2009.
Gold(I)-catalyzed enantioselective hydroamination of N-allenyl carbamates
Zhang, Zhibin,Bender, Christopher F.,Widenhoefer, Ross A.
, p. 2887 - 2889 (2008/02/08)
Treatment of the W-4,5-hexadienyl carbamate 2a with a catalytic 1:2 mixture of [(S)-1]Au2Cl2 [(S)-1 = (S)-3,5-t-Bu-4-MeO-MeOBIPHEP] and AgClO4 in m-xylene at -40°C for 24 h led to isolation of 2-vinylpyrrolidine 3a in 97% yield with 81% ee. Gold(I)-catalyzed enantioselective hydroamination was effective for a number of carbamate groups and tolerated terminal disubstitutution of the allenyl moiety.
