Russian Chemical Bulletin p. 1048 - 1052 (1993)
Update date:2022-08-11
Topics:
Kryshtal', G. V.
Zhdankina, G. M.
Serebryakov, E. P.
The reaction of diethyl 3-ethoxycarbonyl-2-methyl-2-propenylphosphonate (1a) with 3-methylbutanal (2) in heterogeneous MOH (solid)-behzene systems in the presence of 5-10 mol.percent of benzyltriethylammonium chloride (BTEAC) gives the reaction product (3) with a higher, for M = K, or lower, for M = Li, ratio of 2E,4E- and 2Z,4E-stereoisomers than that observed in the absence of BTEAC.Tetrabutylammonium bromide (TBAB) as a catalyst of the reaction 1a + 2 -> 3 in the system KOH (solid) - wet benzene leads to a higher <2E,4E-3>:<2Z,4E-3> ratio than BTEAC; this ratio grows from 44:56 without TBAB to 80:20 at 100 mol.percent of TBAB.In the latter case...
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Doi:10.1007/BF00952874
(1986)Doi:10.1021/jo00932a005
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(2016)Doi:10.1016/S0022-3697(98)00349-7
(1999)