54985-34-1

Upstream product

• 534-15-6 1,1-dimethoxyethane 
• 19752-27-3 1-phenylprop-2-enyl(tributyl)stannane 
• 55666-17-6 (1E)-1,4-pentadienylbenzene 
• 16330-23-7 1-phenyl-1-pentyn-4-ol 
• 75-16-1 methylmagnesium bromide 
• 73737-55-0 (E)-4-phenylbut-3-enal 
• 100-42-5 styrene 
• 75-56-9 methyloxirane 
• 536-74-3 phenylacetylene 
• 937-58-6 (3E)-4-phenyl-3-buten-1-ol 
• 1569-50-2 3-penten-2-ol 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 111957-98-3 Pent-4-en-2-ol 

Downstream Products

• 132278-60-5 (2R,3S,5R)-5-Methyl-2-phenyl-3-phenylselanyl-tetrahydro-furan 
• 132278-60-5 (2R,3S,5S)-5-Methyl-2-phenyl-3-phenylselanyl-tetrahydro-furan 
• 136758-68-4 Triethyl-((E)-1-methyl-4-phenyl-but-3-enyloxy)-silane 
• 42762-56-1 (E)-5-phenylpent-4-en-2-one 
• 104385-55-9 3-bromo-5-phenylpent-4(E)-ene-2-one 
• 104385-58-2 1-dimethoxymethyl-3-endo-hydroxy-2-endo-<(E)-1'-styryl>-8-oxabicyclo<3.2.1>oct-6-ene 
• 104385-57-1 1-dimethoxymethyl-2-exo-<(E)-1'-styryl>-8-oxabicyclo<3.2.1>oct-6-en-3-one 
• 104385-57-1 1-dimethoxymethyl-2-endo-<(E)-1'-styryl>-8-oxabicyclo<3.2.1>oct-6-en-3-one 
• 2235-83-8 5-phenyl-2-pentanone 
• 1384458-53-0 (E)-5-phenylpent-4-en-2-yl 4-methylbenzenesulfonate 

Relevant academic research and scientific papers

Chiral-Anion-Mediated Asymmetric Heck-Matsuda Reaction of Acyclic Alkenyl Alcohols

Acyclic internal alkenes are a class of challenging substrates in asymmetric Heck-type reactions due to difficulties related to both reactivity and selectivity control. Employing acyclic alkenyl alcohols, an asymmetric Heck-Matsuda reaction is developed through the strategy of chiral anion phase transfer. Various chiral ketones could be obtained in high levels of enantioselectivity. A catalytic amount of dimethyl sulfoxide (DMSO) as an additive is crucial for the reaction to suppress the palladium-hydride-mediated side reactions.

VINYLOGOUS PHENETHYLAMINES AS NEUROTRANSMITTER RELEASERS

The disclosure provides monoamine neurotransmitter releaser and/or monoamine uptake inhibitor compounds having biogenic amine transporter activity but lacking substantial activity at 5-HT2 receptor subtypes. The phenethylamine or vinylogous phe

The biogenic amine transporter activity of vinylogous amphetamine analogs

A series of vinylogous amphetamine analogs was synthesized and examined for their activity at biogenic amine transporters and serotonin-2 receptor (5-HT2) subtypes. (1S,3E)-1-Methyl-4-phenyl-but-3-enylamine (S-6) is a potent dual dopamine/serotonin (DA/5-HT) releaser with no activity at 5-HT2 receptors. This unique profile of actions suggests that analog S-6 is a viable lead compound for identifying new structural classes of DA/5-HT releasers with therapeutic benefit and reduced abuse liability.

Synthesis of bicyclic tetrahydrofurans from linear precursors using manganese(III) acetate

We have recently developed methodology based on oxidative radical reactions for the synthesis of [3.3.0]-bicyclic lactones containing both cyclopentanes and γ-lactams along with application of this methodology to the synthesis of natural products and complex molecular architectures. Herein we report an extension of this methodology to the synthesis of oxygen heterocycles including bicyclic bis-lactones.

A convergent general strategy for the functionalized 2-Aryl cycloalkylfused chromans: Intramolecular hetero-diels-alder reactions of ortho-quinone methides

(Figure Presented) Five and six: 3, 4-Cyclopentyl- and cyclohexyl-fused 2-arylchromans could be readily prepared from the intramolecular hetero-Diels-Alder reactions of the corresponding ortho-quinone methide (o-QM) precursors tethered to the styrenes under mild reaction conditions. The products were obtained with good to excellent diastereoselectivity (up to > 99:1 dr; see scheme; MOM = methoxymethyl).

Cobalt-mediated Mizoroki-Heck-type reaction of epoxide with styrene

Treatment of a mixture of epoxide and styrene with trimethylsilylmethylmagnesium bromide in the presence of a cobalt-phosphine complex afforded homocinnamyl alcohol in good yield. The reaction should begin with ring opening of the epoxide by the action of magnesium bromide which leads to the formation of a magnesium 2-bromoethoxide derivative and not with a direct single electron transfer from a cobalt complex to the epoxide.

Stereoselective preparation of 2-silylated 1,3-diols and the regioselectivity of their peterson olefination

The reduction of the carbonyl group of α-silylated aldols with complex hydrides was shown to proceed with high stereoselectivity. The center of chirality in the α-position to the ketone, at the C-atom where the silicon group is attached, usually dominated the stereochemical control of the reaction. The presence of the β-hydroxy functionality, however, also seems to be necessary for a high degree of selectivity. Peterson olefination of 2- silylated 1,3-diols afforded stereoselectively (E)-configured allylic alcohols as the major products. With KH as the base, the reaction proceeds predominantly in a syn-fashion, preferring to eliminate a syn- rather than an anti-configured β-hydroxysilane unit. Under 'silico-nucleophilic' conditions (OH- or F-), an anti-configured β-hydroxysilane moiety can also be eliminated in an anti-fashion. This reaction is strongly preferred over the corresponding syn-elimination, but is still less prominent than a competitive syn-elimination of a syn-configured β-hydroxysilane unit.

A stereoselective route to trans-2,5-disubstituted tetrahydrofurans

An efficient stereocontrolled route to trans-2,5-disubstituted tetrahydrofurans from trans-4-phenyl-3-buten-1-ol derivatives has been developed by using phenylselenyl chloride with zinc bromide in DME at -55°C.

Hydrated ?-bonded organometallic cations in organic synthesis. I. Allyl-, crotyl-, 1-methylallyl-, cyclohex-2-enyl-, and cinnamyl-stannation of carbonyl compounds in water

Homoallylic alcohols can be prepared in water by allyl-, crotyl-, 1-methylallyl-, cyclohex-2-enyl-, or cinnamyl-stannation of such carbonyl compounds as aldehydes, dialdehydes, and ketones, as well as acetals.The procedure is based on: Bu2RSnCl + R'COR" + (1/2)H2O -> R(HO)CR'R" + (1/2)(Bu2SnCl)2O where R = allyl, crotyl, 1-methylallyl, cyclohex-2-enyl, or cinnamyl group, R' = H or alkyl group, R" R'= alkyl group.In most cases, the reaction products are obtained rapidly in high yields (80-100percent).Hydrated organometallic cations Bu2RSn+(aq) are partly involved.These results, together with those already published on 2-propynyl-and allenyl-stannation, indicate the value of this procedure.

Thromboxane A2 Analogues from 8-Oxabicyclooct-6-en-3-ones

We describe approaches to thromboxane A2 analogues (3), (4), and (32) which contain 2,6-dioxabicyclooctane and 2,6-dioxatricyclo3,7>nonane ring system.Both were derived from 2-substituted 8-oxabicyclooct-6-en-3-