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Showing 1-30 of 50 results for "294985" within Papers
Cale D Weatherly et al.
Organic letters, 14(7), 1704-1707 (2012-03-22)
The synthesis of 1,3-diaminated stereotriads via the bis-aziridination of allenes is reported. The reactive 1,4-diazaspiro[2.2]pentane intermediates undergo a mild Brønsted acid-promoted rearrangement to yield 1,3-diaminated ketones in good yields with excellent stereocontrol. Directed reduction of the ketone can be achieved
Valerian Gobé et al.
Organic letters, 16(7), 1924-1927 (2014-03-26)
The pallado-catalyzed tandem deprotection/cyclization reaction of enantioenriched N-allyl tetrahydro-β-carbolines on allenes is described. The first step generates in situ a deprotected tetrahydro-β-carboline, which then undergoes a cyclization on the allene function via an intermediate π-allyl Pd(II) derivative. This reaction results
Jiajia Cheng et al.
Chemical communications (Cambridge, England), 48(99), 12074-12076 (2012-11-09)
FeCl(3)-catalyzed aza-Prins-cyclization reaction of α-sulfonamido-allenes with aldehydes afforded 1,2,3,6-tetrahydropyridine or 2,5-dihydro-1H-pyrrole derivatives efficiently and highly selectively. The different regioselectivity is probably caused by the stabilizing effect of the phenyl group on the positively charged allylic intermediate.
Gold(I)-catalyzed stereoconvergent, intermolecular enantioselective hydroamination of allenes.
Kristina L Butler et al.
Angewandte Chemie (International ed. in English), 51(21), 5175-5178 (2012-04-12)
Shinji Kitagaki et al.
Organic letters, 14(6), 1366-1369 (2012-03-01)
The thermal reaction of 1,4-bisallenes with the aid of Cu salt/amine significantly suppressed the formal [3,3] sigmatropic rearrangement resulting in the highly selective formation of the bicyclo[4.2.0]octadiene framework. This reaction could be applied to the one-pot synthesis of bicyclo[4.2.0]octadienes from
Harry A Dailey et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(7), 2210-2215 (2015-02-04)
It has been generally accepted that biosynthesis of protoheme (heme) uses a common set of core metabolic intermediates that includes protoporphyrin. Herein, we show that the Actinobacteria and Firmicutes (high-GC and low-GC Gram-positive bacteria) are unable to synthesize protoporphyrin. Instead
Fanke Meng et al.
Organic letters, 15(6), 1414-1417 (2013-03-07)
Two types of NHC-Cu complexes catalyze protoborations of terminal allenes to afford valuable 1,1- or trisubstituted vinylboron species with high site selectivity and stereoselectivity. The scope of the method, application to natural product synthesis, and mechanistic basis for the observed
Juan Muñoz-Bascón et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(45), 14479-14486 (2012-09-22)
The alkyne functional group is found in many bioactive natural products and is the key to many important chemical transformations developed over recent years. Moreover, allenes have recently gained relevance as versatile reagents in organic synthesis. Mild, catalytic methods to
?-Cyanocyclobutenone as a highly reactive dienophile in comparison to ?-cyanocyclopentenone.
Bienfait B, et al.
Tetrahedron, 47(38), 8167-8176 (1991)
Versatile allene and carbon dioxide equivalents for the Diels-Alder reaction.
Bonjouklian R and Ruden R A
The Journal of Organic Chemistry, 42(25), 4095-4103 (1977)
Hood Thabit et al.
Lancet (London, England), 385 Suppl 1, S96-S96 (2015-08-28)
The closed-loop system (artificial pancreas) delivers insulin in a glucose-responsive manner by the use of a control algorithm that automatically directs insulin delivery, based on real-time sensor glucose concentrations. Results from hospital-based studies have shown improved overnight glucose control and
Synthetic applications of intramolecular enone-olefin photocycloadditions.
Crimmins M T
Chemical Reviews, 88(8), 1453-1473 (1988)
Xibin Gu et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 9(3), 350-369 (2008-02-16)
During the last decade, experimental and theoretical studies on the unimolecular decomposition of cumulenes (H(2)C(n)H(2)) from propadiene (H(2)CCCH(2)) to hexapentaene (H(2)CCCCCCH(2)) have received considerable attention due to the importance of these carbon-bearing molecules in combustion flames, chemical vapor deposition processes
Inmaculada R Lahoz et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(43), 13836-13843 (2012-09-13)
New 2,6-disubstituted pyrido-allenophanes with locked rotation of aromatic spacers were designed and synthesized. The synthesis was accomplished by Pd-catalyzed C(sp(2))-C(sp) Sonogashira cross-coupling reaction between 1,3-diethynylallene (DEA) and 2,6-dibromopyridine followed by an intermolecular ring closure. Because racemic DEA was employed, pyrido-allenophanes
Anna On-Yee Chan et al.
Chemical communications (Cambridge, England), 49(14), 1428-1430 (2013-01-17)
A new approach for selective modification of cysteine-containing peptides through gold-mediated oxidative allene-thiol coupling reaction in aqueous medium is developed.
Simple route to mono-, di-, and tri-substituted allenic compounds.
Linstrumelle G and Michelot D
Journal of the Chemical Society. Chemical Communications, 14, 561-562 (1975)
Baoqiang Wan et al.
Angewandte Chemie (International ed. in English), 52(1), 441-445 (2012-09-11)
Getting axed: synthesis of the title amines, bearing functionality (R(1) and R(2)), involves the enantioselective palladium-catalyzed decarboxylation of allenyl N-tosylcarbamates. The reaction proceeds smoothly using both the chiral ligands (S)- and (R)-DTBM-Segphos (1) to afford the allenyl amines in good
Anthony Pitaval et al.
Organic letters, 15(17), 4580-4583 (2013-08-22)
Gold(I)-catalyzed allene-vinylcyclopropane cycloisomerization leads to the tricyclic framework of the protoilludanes in a single step by a reaction that involves a cyclopropane ring expansion and a Prins cyclization.
Suyu Huang et al.
Chemical communications (Cambridge, England), 48(16), 2204-2206 (2012-01-19)
A Rh-catalyzed 1,3-acyloxy migration of propargyl ester followed by intramolecular [4+2] cycloaddition of vinylallene and unactivated alkyne was developed. This tandem reaction provides access to bicyclic compounds containing a highly functionalized isotoluene or cyclohexenone structural motif, while only aromatic compounds
Allene.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2007)
Nozomi Saito et al.
Chemistry, an Asian journal, 7(7), 1521-1523 (2012-04-25)
Three's not a crowd: An intramolecular [2+2+2] cyclization between three different components, allene, alkyne, and alkene, has been realized using a catalytic amount of [Cp*RuCl(cod)] complex (cod = 1,5-cyclooctadiene), and afforded fused-tricyclic compounds in a highly stereoselective manner.
Fuyuhiko Inagaki et al.
Chemical & pharmaceutical bulletin, 60(3), 381-384 (2012-03-03)
The regioselective intramolecular 1,3-dipolar cycloaddition of the phenylsulfonylallene-nitrone derivatives has been developed. This reaction showed that the distal double bond of the allene exclusively reacted with the nitrone group to produce the bicyclic isoxazolidine derivatives regardless of the substitution pattern
Liming Wang et al.
The Journal of clinical investigation, 125(5), 1913-1926 (2015-04-07)
Familial forms of focal segmental glomerulosclerosis (FSGS) have been linked to gain-of-function mutations in the gene encoding the transient receptor potential channel C6 (TRPC6). GPCRs coupled to Gq signaling activate TRPC6, suggesting that Gq-dependent TRPC6 activation underlies glomerular diseases. Here
Nathalie Tijet et al.
Prostaglandins & other lipid mediators, 68-69, 423-431 (2002-11-16)
Allene oxides are unstable epoxides formed by the enzymatic dehydration of the lipoxygenase products of polyunsaturated fatty acids. The allene oxide synthases are of two structurally-unrelated types. In plants, a subfamily of cytochromes P450, designated as CYP74A, use the hydroperoxides
Francois Grillet et al.
The Journal of organic chemistry, 78(8), 3737-3754 (2013-03-15)
A transfer of chirality in an intramolecular Rh(I)-catalyzed allenic Pauson-Khand reaction (APKR) to access tetrahydroazulenones, tetrahydrocyclopenta[c]azepinones and dihydrocyclopenta[c]oxepinones enantioselectively (22-99% ee) is described. The substitution pattern of the allene affected the transfer of chiral information. Complete transfer of chirality was
Takuya Hashimoto et al.
Nature chemistry, 5(3), 240-244 (2013-02-21)
Allenes are molecules based on three carbons connected by two cumulated carbon-carbon double bonds. Given their axially chiral nature and unique reactivity, substituted allenes have a variety of applications in organic chemistry as key synthetic intermediates and directly as part
David Tejedor et al.
Chemical Society reviews, 42(2), 458-471 (2012-10-05)
The propargyl Claisen rearrangement is a known protocol to gain access to functionalized allenes through the [3,3]-sigmatropic transformation of propargyl vinyl ethers. The correct use of appropriate propargyl vinyl ethers as starting materials coupled with suitable reaction conditions can aid
Hussein H Mustafa et al.
Chemical communications (Cambridge, England), 49(25), 2497-2499 (2013-02-20)
Both diastereomers of the tris-allene, cyclododeca-1,2,5,6,9,10-hexaene have been obtained using a triple cyclopropylidene-allene rearrangement. On the NMR timescale, one has D3 symmetry, and is the smallest hydrocarbon synthesised to have this symmetry, and the second has C2 symmetry.
Zhanjie Li et al.
Journal of the American Chemical Society, 134(37), 15497-15504 (2012-08-29)
Rhodium-catalyzed reactions of tertiary propargylic alcohols with methyl aryl- and styryldiazoacetates result in tandem reactions, consisting of oxonium ylide formation followed by [2,3]-sigmatropic rearrangement. This process competes favorably with the standard O-H insertion reaction of carbenoids. The resulting allenes are
Catalytic asymmetric allenylation of malonates with the generation of central chirality.
Qiankun Li et al.
Angewandte Chemie (International ed. in English), 51(47), 11783-11786 (2012-10-12)
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