52094-28-7

Upstream product

• 3699-66-9 ethyl 2-diethoxyphosphorylpropionate 
• 98-86-2 acetophenone 
• 5466-29-5 ethyl 2,3-epoxy-2-methyl-3-phenylbutanoate 
• 1357485-60-9 ethyl (Z)-2-methyl-3-phenyl-3-(trifluoromethylsulfonyloxy)prop-2-enoate 
• 917-54-4 methyllithium 
• 10488-87-6 ethyl 2-benzoylpropionate 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 56161-86-5 C₅H₉BrO₂Zn 
• 1442668-91-8 Br^(1-)*C₁₄H₁₈NO₂^(1-)*Zn⁽²⁺⁾ 
• 536-74-3 phenylacetylene 
• 1029612-60-9 (Z)-ethyl 3-(p-toluenesulfonyloxy)-2-methylbut-2-enoate 
• 1029612-58-5 (E)-ethyl 3-(p-toluenesulfonyloxy)-2-methylbut-2-enoate 
• 108-86-1 bromobenzene 
• 64-17-5 ethanol 

Downstream Products

• 21017-11-8 (2Z)-2-methyl-3-phenylbut-2-en-1-ol 
• 21017-12-9 (E)-2-Methyl-3-phenyl-2-buten-1-ol 
• 127229-67-8 Ethyl 2-chloro-2-methyl-3-phenyl-3-butenoate 
• 708-83-8 (2E)-2-methyl-3-phenylbut-2-enoic acid 
• 68668-75-7 (E)-2-methyl-3-phenylbut-2-enoyl chloride 
• 1643935-63-0 (2E,5E)-phenyl 3-(benzhydryloxy)-2,5-dimethyl-4-oxo-6-phenylhepta-2,5-dienoate 
• 1643935-64-1 (2E,5E)-naphthalen-2-yl 3-(benzhydryloxy)-2,5-dimethyl-4-oxo-6-phenylhepta-2,5-dienoate 
• 1206614-85-8 (2E)-2-methyl-3-phenylbut-2-enal 
• 1404439-20-8 N-(2,3-dimethyl-1H-inden-1-yl)-4-methylbenzenesulfonamide 
• 109640-15-5 ethyl 2-methyl-3-phenylbutanoate 
• 42879-13-0 Ethyl 2-methyl-3-phenylbutanoate 

Relevant academic research and scientific papers

Cobalt-Catalyzed Cross-Couplings between Alkenyl Acetates and Aryl or Alkenyl Zinc Pivalates

CoBr2 (5 mol %) in the presence of 2,2′-bipyridyl (5 mol %) enables electrophilic alkenylations between easily accessible alkenyl acetates or tosylates and various functionalized aryl zinc pivalates at ambient temperature. This cobalt-catalyzed

Control of Chemo-, Regio-, and Enantioselectivity in Copper Hydride Reductions of Morita-Baylis-Hillman Adducts

Nonracemically ligated copper hydride can be used to effect tandem SN2′/1,2-reductions of racemic Morita-Baylis-Hillman (MBH) acetates to access enantioenriched chiral allylic alcohols with defined olefin geometry. MBH esters, including those w

Poly(phosphoric acid) (PPA)-Promoted 5- exo -Cyclization of Iminium Ions Generated in Situ: A Facile Access to Functionalized Indene Derivatives

A metal-free Bronsted acid promoted two-component reaction between cinnamaldehydes and sulfonamides is described. This cascade process provides a simple and atom-economical alternative synthesis of a range of functionalized indenes from easily available starting materials. The resulting N -indenylsulfonamides were readily converted into the corresponding indenylenamines or indanones.

An Epoxide-Mediated Deprotection Method for Acidic Amide Auxiliary

A practical method for the removal of a versatile acidic amide auxiliary has been developed. Facile alcoholysis of the amide in the presence of KOAc is enabled by an epoxide, which mechanistically resembles the removal of the Myers' auxiliary. The protocol has been applied to the removal of a variety of amide substrates and their C-H functionalization products with high efficiency and low cost, representing a step forward toward the development of a versatile directing group for C-H activation.

(E)- and (Z)-stereodefined enol phosphonates derived from β-ketoesters: Stereocomplementary synthesis of fully-substituted α,β-unsaturated esters

A versatile, robust, and stereocomplementary synthesis of fully-substituted (E)- and (Z)-stereodefined α,β-unsaturated esters 3 from accessible α-substituted β-ketoesters 1via (E)- and (Z)-enol phosphonates was achieved. The present method involves two ac

Tandem Blaise/retro-Blaise reaction for the nitrile-mediated regioselective intermolecular addition of unstabilized zinc ester enolates (Reformatsky Reagents) to 1-alkynes and 1,3-enynes

We report the novel use of a nitrile as a mediator to achieve the regioselective intermolecular addition of unstabilized zinc ester enolates (Reformatsky reagents) to 1-alkynes and 1,3-enynes. This reaction is made possible by a reversible addition of enolates to a nitrile (Blaise reaction), generating a zinc aza-enolate that, unlike zinc ester enolates, can add intermolecularly to 1-alkynes and 1,3-enynes. Subsequent removal of the nitrile through a retro-Blaise reaction generates the targeted addition product. This method is combined with a Diels-Alder reaction and subsequent oxidative aromatization, providing a tandem one-pot de novo construction of α-arylated alkanoates from Reformatsky reagents.

Diastereospecific nazarov cyclization of fully substituted dienones: Generation of vicinal all-carbon-atom quaternary stereocenters

No vacancy: Fully substituted dienones that are highly polarized by a vinylogous carbonate group were found to undergo a remarkably rapid and diastereospecific Nazarov cyclization that led to cyclopentenones with vicinal all-carbon-atom quaternary centers (see example; SEM=2-(trimethylsilyl) ethoxymethyl, Tf=trifluoromethanesulfonyl). Copyright

Rhodium-catalyzed and zinc(II)-triflate-promoted asymmetric hydrogenation of tetrasubstituted α,β-unsaturated ketones

The asymmetric hydrogenation of tetrasubstituted α,β-unsaturated ketones has been accomplished using an in situ formed rhodium-Josiphos catalyst. The reaction is enhanced by addition of catalytic zinc(II) triflate, which significantly improves turnover fr

Iridium-catalyzed asymmetric hydrogenation of α-substituted α,β-unsaturated acyclic ketones: Enantioselective total synthesis of (-)-mesembrine

A highly efficient asymmetric hydrogenation of α-substituted α,β-unsaturated acyclic ketones catalyzed by chiral spiro iridium complexes for the preparation of chiral 2-substituted allylic alcohols has been developed (ee up to 99.7%). This method provides a concise route to (-)-mesembrine (34% yield, 12 steps).

Stereochemical course of baker's yeast mediated reduction of the tri- and tetrasubstituted double bonds of substituted cinnamaldehydes

A comprehensive study of the stereochemical course of baker's yeast mediated reduction of substituted cinnamaldehydes is reported. Hydride addition to the β position of β-methylcinnamaldehydes preferentially afforded isomers of (3S)-3-phenylbutan-1-ol. The reduction of (E)-2,3-dimethyl- cinnamaldehyde (15) produced a mixture of (2S,3S)- and (2R,3S)-2-methyl-3- phenylbutan-1-ol (13 and 14), respectively, with 93 % ee. Conversely (Z)-2,3-dimethylcinnamal-dehyde (16) afforded, a mixture of 13 and 14 with 33 % ee. Accordingly, the reduction of trisubstituted β-methylcinnam-aldehydes 34 and 35 proceeded with the same stereochemical preference and with higher enantioselectivity to give (S) 3-phenylbutan-1-ol (37). In addition, deuterium, incorporation and 2H NMR studies demonstrated that the addition of the second hydrogen atom to the a position proceeded with very low stereochemical control and the overall process is formally a mixture of cis/trans hydrogen addition to the double bond. Alternatively, α-methylcinnamaldehyde is reduced to (S)-2-methyl-3-phenylpropan-1-ol (24) with preferential addition of the hydride to the opposite β face with good stereochemical control of the irons addition of hydrogen to the double bond. Wiley-VCH Verlag GmbH & Co. KGaA.