81061-40-7

Upstream product

• 109-65-9 1-bromo-butane 
• 81061-28-1 2-[Phenyl-(toluene-4-sulfonyl)-methyl]-cyclopropanecarboxylic acid ethyl ester 
• 542-69-8 1-iodo-butane 
• 2579-22-8 Phenylpropargyl aldehyde 
• 109-72-8 n-butyllithium 
• 117552-48-4 E-5-phenyl-pent-2-en-4-ynoic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis of Allenes by 1,6-Addition of Organocuprates to Polarized Enynes

Ten β-allenic esters, ketones, and thioesters 15 bearing alkyl, alkenyl, aryl, and trimethylsilyl groups are synthesized in 57-85percent yield by 1,6-addition of organocuprates to polarized enynes 10.The dependence of the regioselectivity of the protonation of the allenyl enolate intermediate 7 on the protonating agent is studied; pure allenes are obtained by quenching the intermediate with pivalic acid at -80 deg C.The method is applied in a short synthesis of pseudoionone (18).

ALKYLATIVE ELIMINATIONS. CONJUGATED DIENECARBOXYLATES FROM (ETHOXYCARBONYLCYCLOPROPYL)CARBINYL ANIONS STABILIZED BY SULFUR GROUPS

(Ethoxycarbonylcyclopropyl)carbinyl anions stabilized by phenylsulfonyl or phenylthio groups undergo one-pot nucleophilic ring fission, alkylation and elimination of the sulfur function to give substituted dienoates or dienedioates.