100340-48-5

Upstream product

• 86593-94-4 (E/Z)-1-methoxy-1-trimethylsilyloxy-1-heptene 
• 591-50-4 iodobenzene 
• 144079-75-4 methyl (E)-2-tributylstannyl-2-octenoate 
• 111-12-6 methyl 2-octynoate 
• 144079-78-7 methyl (E)-2-iodo-2-octenoate 
• 28557-00-8 phenylzinc chloride 
• 100340-43-0 tert-Butyl-((E)-1-methoxy-hept-1-enyloxy)-dimethyl-silane 
• 78935-63-4 Z-methoxy-1 trimethylsiloxy-1 heptene-1 
• 106-73-0 methyl heptanoate 
• 98-87-3 benzylidene dichloride 

Relevant academic research and scientific papers

Palladium-catalyzed reaction between aryl or alkenyl halides and (1-carbalkoxy-1-alkenyl)zinc iodides. A new class of unmasked β-substituted acrylate α-anion equivalents

Unmasked β-substituted acrylate α-anion equivalents have been directly and very efficiently prepared by insertion of zinc metal into the carbon-iodine bonds of alkyl (E)- or (Z)-2-iodo-2-alkenoates, (E)- or (Z)-(4), respectively.The stereoisomeric composi

New and efficient procedures for the synthesis of stereodefined 2-(hetero) aryl and 2-methyl substituted alkyl 2-alkenoates having very high stereoisomeric purity

Stereodefined 2-(hetero)aryl and 2-methyl substituted alkyl 2-alkenoates of general formulai and2 have been synthesized with a high degree of stereoselectivity as well as in good overall yields starting from alkyl 2-alkynoates,4.

New Stereoselective Snytheses of Stereodefined 2-Substituted Alkyl 2-Alkenoates and Their Applications

Stereoisomerically pure alkyl (E)-2-tributylstannyl-2-alkenoates, (E)-8, which are easily prepared by palladium-catalyzed reaction between tributylstannane and alkyl 2-alkynoates, 15, have been employed as precursors to stereodefined 2-(hetero)aryl substituted alkyl 2-alkenoates of general formula 9 as well as alkyl (E)-2-methyl-2-alkenoates, (E)-10, having very high stereoisomeric purity.One of these esters, i.e. ethyl (Z)-4-(tert-butyldimethylsilyloxy)-2-phenyl-2-butenoate, (Z)-9d, has been employed in a very simple and efficient synthesis of3-phenyl-5(H)-2-furanone, 12, a metabolite of an hypnotic drug.On the other hand, the procedure employed to prepare esters (E)-10, which involves a configurational inversion, has been used to prepare the (S)-enantiomer of (E)-2,4-dimethyl-2-hexenoic acid, (E)-13, a caste-specific substance of male carpenter ants in the genus Camponotus, as well as 98percent optically pure (S)(E)-4,6-dimethyl-4-octen-3-one, (S)(E)-14, an alarm pheromone component of ants in the genus Manica.

ETUDE DE LA REACTION CHLOROCARBENE-ACETALS DE CETENES. II. STEREOSELECTIVITE DE LA REACTION.

We have studied the stereoselectivity of the addition reaction of chloro and chloromethyl carbenoids with ketene alkylsilyl acetals.The best stereoselectivity was generally observed with the dimethyl tertiobutylsilyloxy group.With the chlorocarbenoid, using an E ketene acetal we obtained in majority (ca. 80percent) an E α,β-ethylenic ester and using a Z ketene acetal we obtained in majority (ca. 70percent) a Z α,β-ethylenic ester.In the case of the chloromethyl carbenoid the two ketene acetal isomers led to the same α-substituted α,β-ethylenic ester (ca. 88percent of selectivity).With the chlorophenylcarbenoid, formation of ca. 90percent of E α phenyl α,β-ethylenic ester is observed.