Synthesis p. 274 - 277 (1988)
Update date:2022-08-02
Topics:
Tietze, Lutz-F.
Meier, Heinrich
Voss, Edgar
Haloform reaction of 4-alkoxy-1,1,1-trichloro-3-buten-2-ones, which can be obtained by acylation of enol ethers, gives 3,3-dialkoxypropanoic esters.Transacetalization of ethyl 3,3-diethoxypropanoate with 2,2-dimethyl-1,3-propanediol, followed by reduction and oxidation with DMSO/oxalyl chloride yields a monoprotected malonaldehyde. 4-Ethoxy-2-oxo-3-butenoates are synthesized either by acylation of enol ethers with alkoxalyl chlorides or by Claisen condensation of alkyl pyruvates with orthoesters.
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Doi:10.1016/S0040-4039(00)80203-8
(1988)Doi:10.1021/om1010534
(2011)Doi:10.1016/j.bmcl.2010.11.119
(2011)Doi:10.1142/S1088424615500443
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(2016)Doi:10.1021/acs.orglett.5b03445
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