Organic Syntheses 2003
DOI: 10.1002/0471264180.os031.13
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2,3‐Dimethoxycinnamic Acid

Abstract: 2,3‐Dimethoxycinnamic acid product: 2,3‐Dimethoxycinnamic acid

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Cited by 8 publications
(12 citation statements)
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“…Condensation of commercially available piperonal 3 and malonic acid in the presence of piperidine 9) and subsequent catalytic reduction gave propionic acid derivative 4 in a 74.6z yield in 2 steps. After treating 4 with oxalyl chloride in CH2Cl2 to transform it to acyl chloride, imidation 10) to 5 was accomplished by condensation with the lithium salt of (4S )-4-benzyl-2-oxazolidinone, which had been readily prepared in 2 steps from L-phenylalanine.…”
Section: Resultsmentioning
confidence: 99%
“…Condensation of commercially available piperonal 3 and malonic acid in the presence of piperidine 9) and subsequent catalytic reduction gave propionic acid derivative 4 in a 74.6z yield in 2 steps. After treating 4 with oxalyl chloride in CH2Cl2 to transform it to acyl chloride, imidation 10) to 5 was accomplished by condensation with the lithium salt of (4S )-4-benzyl-2-oxazolidinone, which had been readily prepared in 2 steps from L-phenylalanine.…”
Section: Resultsmentioning
confidence: 99%
“…Indanone 6 was prepared from the commercially available starting material such as 2,5-dimethoxybenzaldehyde 7 based on the known procedures. 23…”
Section: Resultsmentioning
confidence: 99%
“…Our journey towards the synthesis of cage dione 5a began with the preparation of key building block quinone derivative 7 . Commercially available 2,5‐dimethoxybenzaldehyde 9 , on treatment with malonic acid 10 under Knoevenagel reaction conditions afforded α, β‐unsaturated acid 11 in 75 % yield (Scheme ). Later acid derivative 11 was smoothly transformed into saturated acid 12 (92 %) by hydrogenation with Pd/C.…”
Section: Resultsmentioning
confidence: 99%