Yasui, Kengo published the artcileUnsymmetrical Ketone Synthesis via a Three-Component Connection Reaction of Organozincs, Allylating Agents, and Carbon Monoxide, Name: 3-Methylbut-2-en-1-yl benzoate, the publication is Journal of Organic Chemistry (1995), 60(5), 1365-80, database is CAplus.
A wide variety of organozincs [diethylzinc, alkylzinc halides, IZn(CH2)nCO2Et [n = 2, 3 (5)], and IZn(CH2)nCN (n = 2-6)] undergo a three-component connection reaction with carbon monoxide and allylic benzoates or phosphates to furnish unsym. ketones in good yields under 1 atm of carbon monoxide at ambient temperature by catalysis of tetrakis(triphenylphosphine)palladium in THF/HMPA. The regio- and stereoselectivities of the carbonylation show marked contrast to those reported for the palladium-catalyzed carbonylation of unsym. allylic substrates. For example, the reaction of crotyl benzoate with octylzinc iodide provides all the possible stereo- and regioisomers, i.e., cis- and trans-2-butenyl and 1-methyl-2-propenyl octyl ketones in comparable amounts The carbonylative coupling of trans- and cis-carvyl di-Et phosphates and 5 is stereospecific and proceeds with inversion of configuration at the allylic stereocenters to furnish cis- and trans-carvyl γ-(ethoxycarbonyl)propyl ketone, resp., as single diastereomers. In the absence of HMPA, the reaction feature changes dramatically and lactones and sym. keto diesters are formed in varying ratios depending on the reaction conditions. The synthetic scope of the unsym. ketones and mechanistic rationale for these unique and unprecedented reaction behaviors are discussed.
Journal of Organic Chemistry published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C9H9BN2O3, Name: 3-Methylbut-2-en-1-yl benzoate.
Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics