34495-74-4

Upstream product

• 563-52-0 2-chloro-3-butene 
• 5764-82-9 bromo(2-ethoxy-2-oxoethyl)zinc 
• 4894-61-5 trans-but-2-enyl chloride 
• 590-14-7 1-bromo-1-propene 
• 140-88-5 ethyl acrylate 
• 598-32-3 2-hydroxy-3-butene 
• 78-39-7 Triethyl orthoacetate 
• 2396-84-1 (2E,4E)-ethyl hexa-2,4-dienoate 

Downstream Products

• 928-92-7 (E)-hex-4-en-1-ol 
• 13984-57-1 ethyl 5-oxohexanoate 
• 21963-38-2 5-vinyl-dihydrofuran-2(3H)-one 
• 108752-32-5 (E)-N-phenylhex-4-enamide 
• 119702-17-9 5-ethyl-1-phenylpyrrolidin-2-one 
• 1422255-68-2 (4S,5R)-5-fluoro-4-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanamido)hexanoic acid 
• 1422255-65-9 (4S,5R)-benzyl 4-azido-5-fluorohexanoate 
• 1422255-64-8 (4R,5R)-benzyl 5-fluoro-4-hydroxyhexanoate 
• 1422255-62-6 (4R,5R)-benzyl 4-azido-5-fluorohexanoate 
• 1422255-60-4 (4S,5R)-benzyl 5-fluoro-4-hydroxyhexanoate 
• 1422255-66-0 (4S,5S)-5-fluoro-4-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanamido)hexanoic acid 
• 1422255-67-1 (4R,5R)-5-fluoro-4-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanamido)hexanoic acid 
• 1422255-61-5 (4S,5S)-benzyl 4-azido-5-fluorohexanoate 
• 1422255-59-1 (4R,5S)-benzyl 5-fluoro-4-hydroxyhexanoate 

Relevant academic research and scientific papers

(BDP)CuH: A "hot" Stryker's reagent for use in achiral conjugate reductions

(Chemical Equation Presented) A ligand-modified, economical version of Stryker's reagent (SR) has been developed based on a bidentate, achiral bis-phosphine. Generated in situ, "(BDP)CuH" smoothly effects conjugate reductions of a variety of unsaturated substrates, including those that are normally unreactive toward SR. Substrate-to-ligand ratios typically on the order of 1000-10000:1 can be used leading to products in high yields.

Catalytic Epoxidation of Alkenes with Oxone

A practical, general and efficient protocol for the catalytic epoxidation of alkenes has been developed.The in situ generation of reactive dioxiranes capable of epoxidizing a variety of alkenes under biphasic conditions has been accomplished using phase transfer catalysts bearing a carbonyl group.Optimal epoxidation conditions employ 10 mol percent of 1-dodecyl-1-methyl-4-oxopiperidinium triflate (8d(+)OTf(-)) in a CH2Cl2/pH 7.5-8.0 biphase using potassium monoperoxosulfate (Oxone) as the oxidant.Optimization of the conditions identified (1) slow addition rate, (2) pH 7.5-8.0, (3) N-dodecyl chain, and (4) the triflate salt as key experimental and structural variables.A selection of nine olefins was successfully oxidized to the corresponding epoxides in 83-96percent yield.

NICKEL CATALYZED COUPLING OF ACTIVATED ALKENES WITH ORGANIC HALIDES

Alkenenickel complexes catalyze the coupling of activated olefins with aryl or vinyl halides.Substitution or conjugate-addition products are obtained depending on the activating group in the alkene and on the nature of the organic halide.

PREPARATION D'ESTERS γ-ETHYLENIQUES PAR ALLYLATION DU REACTIF DE REFORMATSKY EN PRESENCE DE SELS DE CUIVRE

The Reformatsky organozinc compounds react easily with allylic halides in the presence of copper salts.The reaction is stereoselective and can be made regioselective with a proper choice of reaction conditions.